Category: 16179-97-8

Reference of 16179-97-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 16179-97-8, name is 2-(Pyridin-2-yl)acetic acid hydrochloride, molecular formula is C7H8ClNO2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

S2 was prepared analogously to a published procedure.13 2.00 g S1 (11.5 mmol, 1.00 equiv.) and 14 mL MeOH were added to a round-bottom flask. The solution was cooled to 0 C, and 2.90 mL TMSCl (23.0 mmol, 2.00 equiv.) were added dropwise. The mixture was allowed to warm to room temperature and stirred overnight. The solvent was then removed in vacuo, ant the remaining solid was treated slowly with sat. aq. NaHCO3 (40 mL). The aqueous solution was extracted with CH2Cl2 (4 x 40 mL), and the combined organic extracts were dried over Na2SO4, filtered, and the solvent was removed in vacuo. The crude product (S2) was isolated as a clear oil (1.73 g, 11.47 mmol, quant.). The spectral data of the compound were compared with the published ones.13

According to the analysis of related databases, 16179-97-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Podhajsky, Susanne M.; Iwai, Yasumasa; Cook-Sneathen, Amanda; Sigman, Matthew S.; Tetrahedron; vol. 67; 24; (2011); p. 4435 – 4441;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 16179-97-8, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.16179-97-8, name is 2-(Pyridin-2-yl)acetic acid hydrochloride, molecular formula is C7H8ClNO2, molecular weight is 173.6, as common compound, the synthetic route is as follows.

A flask was charged with 4-cyano-1H-imidazole-2-carboxylic acid (2-cyclohex-1-enyl-4-piperidin-4-yl-phenyl)-amide TFA salt (25 mg, 0.05 mmol) (as prepared in Example 14, step (b)), pyridin-2-yl-acetic acid hydrochloride (10 mg, 0.06 mmol), EDCI (12 mg, 0.06 mmol), HOBt (8.0 mg, 0.06 mmol), DIEA (36 muL, 0.20 mmol) and 0.2 mL DMF and stirred at 25 C. for 10 h. The reaction was diluted with 2 mL of H2O and the title compound was purified by RP-HPLC (C18), eluting with 30-50% CH3CN in 0.1% TFA/H2O over 9 min to give 22 mg (70%) of a white solid. 1H-NMR (400 MHz, CD3OD): delta 8.82 (d, 1H), 8.52 (t, 1H), 8.14 (d, 1H), 8.04 (s, 1H), 7.96 (m, 3H), 7.20 (dd, 1H), 7.10 (d, 1H), 5.82 (m, 1H), 4.68 (m, 1H), 4.32 (m, 2H), 4.18 (m, 1H), 3.40 (m, 1H), 2.88 (m, 2H), 2.30 (m, 4H), 2.06-1.60 (m, 8H). Mass spectrum (ESI, m/z): Calcd. for C29H30N6O2, 495.2.2 (M+H), found 495.2.

The chemical industry reduces the impact on the environment during synthesis 16179-97-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Baumann, Christian Andrew; Gaul, Michael David; Johnson, Dana L.; Tuman, Robert W.; US2006/281788; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 16179-97-8, 2-(Pyridin-2-yl)acetic acid hydrochloride, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Recommanded Product: 2-(Pyridin-2-yl)acetic acid hydrochloride, blongs to pyridine-derivatives compound. Recommanded Product: 2-(Pyridin-2-yl)acetic acid hydrochloride

Step 4. N-(6-(6-chloro-5-(-isopropylamino)pyridin-3-yl)benzo[d1thiazol-2-yl)-2-(pyridin-2-yl)acetamide; 6-(6-chloro-5-(isopropylamino)pyridin-3-yl)benzo[d]thiazol-2 -amine (121.8 mg, 0.382 mmol) and HATU (215.9 mg, 0.568 mmol) were suspended in DCM (2.9 ml) and diisopropylethylamine (0.21 ml, 1.2 mmol) and 2-pyridylacetic acid hydrochloride (94.3 mg, 0.543 mmol) were added. The reaction was stirred under nitrogen at room temperature overnight, concentrated and purified on a silica gel column (20: 1 DCM / MeOH). Fractions with product were collected, concentrated, and purified on HPLC (10% to 100% MeCN / water with 0.1 % TFA over 30 minutes). Fractions with product were collected, concentrated, and dried under high vacuum in a water bath (~ 50 C), then at room temperature overnight to afford N-(6-(6-chloro-5-(isopropylamino)pyridin-3-yl)benzo[d]thiazol-2-yl)-2-(pyridin-2-yl)acetamide (57.5 mg, 34% yield). MS (ESI pos. ion) m/z: 438. Calculated exact mass for C22H20ClN5OS 437.

The synthetic route of 16179-97-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; WO2009/17822; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 16179-97-8, name is 2-(Pyridin-2-yl)acetic acid hydrochloride. A new synthetic method of this compound is introduced below., Formula: C7H8ClNO2

To a solution of 2-(pyridin-2-yl)acetic acid hydrochloride salt MMMMMM (50.0 g, 288.0 mmol, 1.0 equiv.) in methanol (500 mL, 0.5M) at 0 C was added thionyl chloride (31.5 mL, 432.0 mmol, 1.5 equiv.) dropwise. The reaction was stirred at 0 C for 60 minutes or until the reaction was determined to be complete by LCMS or TLC. The reaction was carefully quenched with sodium carbonate and the aqueous layer extracted with ethyl acetate. The combined organic layers were washed with water, brine, dried over magnesium sulfate, filtered, and concentrated in vacuo. The resulting product (NNNNNN, 41.5 g, 275.0 mmol, 95%) was used in the next step without further purification.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 16179-97-8, 2-(Pyridin-2-yl)acetic acid hydrochloride.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; KEANEY, Gregg F.; WANG, John; GERARD, Baudouin; ARAI, Kenzo; LIU, Xiang; ZHENG, Guo, Zhu; KIRA, Kazunobu; TIVITMAHAISOON, Parcharee; PRAJAPATI, Sudeep; GEARHART, Nicholas C.; KOTAKE, Yoshihiko; NAGAO, Satoshi; KANADA SONABE, Regina, Mikie; MIYANO, Masayuki; MURAI, Norio; BUONAMICI, Silvia; YU, Lihua; PARK, Eunice, Sun; CHAN, Betty; SMITH, Peter, G.; THOMAS, Michael P.; PAZOLLI, Ermira; LIM, Kian, Huat; (54 pag.)WO2017/87667; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 16179-97-8, 2-(Pyridin-2-yl)acetic acid hydrochloride, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Quality Control of 2-(Pyridin-2-yl)acetic acid hydrochloride, blongs to pyridine-derivatives compound. Quality Control of 2-(Pyridin-2-yl)acetic acid hydrochloride

To a suspension of 5-nitroindoline (3.28 g), 2- pyridylacetic acid hydrochloride (3.82 g), 1- [3- (dimethylamino) PROPYL]-3-ETHYLCARBODIIMIDE hydrochloride (4.22 g) and 1-hydroxybenzotriazole hydrate (3.37 g) in dichloromethane (100 ml) was added dropwise triethylamine (4.45 g) at ambient temperature and the resultant solution was stirred at ambient temperature for 18 hours. The mixture was poured into water and the separated organic layer was washed with water and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by column chromatography on silica gel eluting with ethyl acetate to give 5-nitro-l- (2-pyridinylacetyl) indoline (3.58 g) as a yellow solid. 1H-NMR (DMSO-d6) : 8 3.26 (2H, t, J=8.5 Hz), 4.10 (2H, s), 4.33 (2H, t, J=8.5 Hz), 7.25-7. 35 (1H, m), 7.38 (1H, d, J=7.8 Hz), 7.75- 7.9 (1H, m), 8.1-8. 2 (3H, m), 8.50-8. 55 (1H, m) APCI-MS (m/z): 284 (M+H) +

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16179-97-8, 2-(Pyridin-2-yl)acetic acid hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; FUJISAWA PHARMACEUTICAL CO., LTD.; DAISO CO., LTD.; WO2004/39795; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 16179-97-8 , The common heterocyclic compound, 16179-97-8, name is 2-(Pyridin-2-yl)acetic acid hydrochloride, molecular formula is C7H8ClNO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

intermediate 9: step amethyl 5-bromo-2-(2-(pyridin-2-yl)acetamido)benzoateInto a 250-mL round-bottom flask was placed a solution of methyl 2-amino-5-bromobenzoate (5 g, 21.73 mmol), 2-(pyridin-2-yl)acetic acid hydrochloride (4.5 g, 25.92 mmol), HATU (10 g, 26.30 mmol) and D1EA (8.5 g, 65.77 mmol) in /V,N-dimethylformamide (100 mL). The resulting solution was stirred overnight at 20 C. The reaction was then quenched by the addition of 100 mL of water. The resulting solution was extracted with 3×100 mL of dichloromethane and the organic layers combined and dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. The residue was applied onto a silica gel column with dichloromethane/mefhanol (1 :50) to afford the title compound as a red solid.

The synthetic route of 16179-97-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARBAY, Kent; EDWARDS, James, P.; KREUTTER, Kevin, D.; KUMMER, David, A.; MAHAROOF, Umar; NISHIMURA, Rachel; URBANSKI, Maud; VENKATESAN, Hariharan; WANG, Aihua; WOLIN, Ronald, L.; WOODS, Craig, R.; FOURIE, Anne; XUE, Xiaohua; CUMMINGS, Maxwell, D.; LEONARD, Kristi, A.; WO2015/57203; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 16179-97-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 16179-97-8, name is 2-(Pyridin-2-yl)acetic acid hydrochloride, molecular formula is C7H8ClNO2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example : 8; 8- (2-isobutoxybenzyl)-2- (pyridin-2-ylacetyl)-2, 8-diazaspiro [4.5] decane; Scheme 1; a) tert-butyl 2- (pyridin-2-ylacetyl)-2, 8-diazaspiro [4.5] decane-8-carboxylate; To a solution of tert-butyl 2,8-diazaspiro [4.5] decane-8-carboxylate hydrochloride (800mg, 2. 89mmol, 1 equiv), 2-pyridylacetic acid hydrochloride (500mg, 2. 89mmol, 1 equiv) and triethylamine (1. 2ml, 8. 68mmol, 3 equiv) in dry dichloromethane (12ml), was added 0-(7-azabenzotriazol-1-yl)-N, N, N, N’-tetramethyluronium hexafluorophosphate (1. 1 g, 2.89mmol, 1 equiv). The reaction mixture was stirred at room temperature for 3 hours, then concentrated, and partitioned between ethyl acetate and saturated sodium hydrogen carbonate. The organic layer was isolated, dried (MgS04) and concentrated to give a dark orange oil which was subjected to silica-gel chromatography using a mixture of methanol and dichloromethane (4: 96, v/v) as eluent, to provide the title compound (1.2g, quantitative) as a dark yellow oil. LCMS (Method E): RT = 2.19 minutes; 360 (M+H) +.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 16179-97-8, 2-(Pyridin-2-yl)acetic acid hydrochloride.

Reference:
Patent; ASTRAZENECA AB; WO2005/40167; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 16179-97-8 ,Some common heterocyclic compound, 16179-97-8, molecular formula is C7H8ClNO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

A suspension of 2-pyridineacetic acid hydrochloride (Aldrich; 1.74 g, 10 mmol) and carbonyl diimidazole (1.95 g, 12 mmol) in anhydrous THF (20 mL) was stirred at rt for 1 h. To the mixture was added solid 4-chloroaniline (1.28 g, 10 mmol). After stirring overnight, the solvent was removed and the residue was partitioned between water and EtOAc. The organic layer was dried over Na2SO4 and evaporated to dryness. The crude product was recrystallized from 20 mL of toluene affording 1.5 g (60%) of the amide as a solid. TOF MS ES+ m/z 247 (MH+), 269 (M+Na+).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 16179-97-8, 2-(Pyridin-2-yl)acetic acid hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hogenkamp, Derk J.; Johnstone, Timothy B.C.; Gee, Kelvin W.; US2006/293329; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 16179-97-8, Adding some certain compound to certain chemical reactions, such as: 16179-97-8, name is 2-(Pyridin-2-yl)acetic acid hydrochloride,molecular formula is C7H8ClNO2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 16179-97-8.

Pyridine (60 mL, 730 mmol) was added to a mixture of 5-(((1 R,3SJ-3-(5-amino- 1 ,3,4-thiadiazol-2-yl)cyclopentyl)methyl)-1 ,3,4-thiadiazol-2-amine (12.25 g, 43.4 mmol) and 2-pyridylacetic acid hydrochloride (18.8 g, 108 mmol). After stirring for 5 min, T3P (72.3 mL, 50% in DMF, 121 mmol) was added. Upon addition, a minor exotherm was observed, accompanied by effervesence. The reaction was stirred for 15 min and then checked by LCMS. The mono-acylated product was still observed, and as such additional 2-pyridylacetic acid hydrochloride (5 g, 28.7 mmol), T3P (10 mL, 50% in DMF, 16.7 mmol) and pyridine (20 mL, 243 mmol) were added and the reaction stirred overnight. The reaction was concentrated to remove excess pyridine, and then the residue was added dropwise to water with stirring. After addition was complete, the mixture was brought to pH ~7.5 and the solids filtered off, and rinsed with water. The solids were triturated with acetone and filtered to give 2-(pyridin-2-yl)-/V-(5-{[(1 R,3S)-3- {5-[(pyridin-2-ylacetyl)amino]-1 ,3,4-thiadiazol-2-yl}cyclopentyl]methyl}-1 ,3,4-thiadiazol-2- yl)acetamide (14.6 g, 65 %) as a yellow solid. 1 H NMR (400 MHz, DMSO-cf6) delta ppm 12.65 (br s, 2 H), 8.49 (d, J = 4.77 Hz, 2 H), 7.77 (td, J = 7.6, 1 .9 Hz, 2 H), 7.39 (d, J = 7.8 Hz, 2 H), 7.28 (ddd, J = 7.6, 4.9, 1.2 Hz, 2 H), 4.00 (s, 4 H), 3.50 (dt, J = 10.3, 7.7 Hz, 1 H), 3.07 (d, J = 7.3 Hz, 2 H), 2.35 – 2.47 (m, 1 H), 2.29 (dt, J = 13.5, 7.1 Hz, 1 H), 2.12 (dtd, J = 15.9, 8.9, 7.7, 3.8 Hz, 1 H), 1 .76 – 1 .96 (m, 2 H), 1 .44 – 1 .61 (m, 2 H). m/z (ESI+) for C24H24N802S2 521 .1 (M+H)+.

According to the analysis of related databases, 16179-97-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; BURNS, Aaron Craig; COLLINS, Michael Raymond; GREASLEY, Samantha Elizabeth; HOFFMAN, Robert Louis; HUANG, Qinhua; KANIA, Robert Steven; KUNG, Pei-Pei; LINTON, Maria Angelica; NARASIMHAN, Lakshmi Sourirajan; RICHARDSON, Paul Francis; RICHTER, Daniel Tyler; SMITH, Graham; WO2015/166373; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 16179-97-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 16179-97-8, name is 2-(Pyridin-2-yl)acetic acid hydrochloride, molecular formula is C7H8ClNO2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

4.1 Synthesis of bis(2-carboxymethylpyridinium) hexafluorosilicate, (I) 2-Pyridineacetic acid hydrochloride (L1 ? HCl; 5.21 g, 0.003 mol) was dissolved in boiling methanol (250 mL) and to the obtained solution the fluorosilicic acid (FSA, 45%, 2.7 mL, molar ratio L1 ? HCl: FSA = 1: 3) was added. A reaction mixture stored at ambient conditions prior to the beginning of crystallization of the reaction product (6.50 g, 81.9%). Colorless transparent crystals with the composition (L1H)2[SiF6] (I). Anal. found, %: Si 6.87, N 7.31, F 29.48. Calcd. for C14H16F6N2O4S?: Si 7.18, N 7.18, F 29.22. Mass spectrum: [ML1]+¡¤ (m/z = 137, I = 42%). IR-spectrum: 3337, 3257, 3053, 3025 [nu(N+H)], 1729, 1717, 1683 [nu(C = ?), delta(N+H)], 737 [nu(SiF)], 482, 405 [delta(SiF2)]. 19F NMR (282 MHz, D2O): delta = -132.59 ppm (s, SiF62-).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 16179-97-8, 2-(Pyridin-2-yl)acetic acid hydrochloride.

Reference:
Article; Gelmboldt, Vladimir O.; Anisimov, Vladimir Yu.; Shyshkin, Ivan O.; Fonari, Marina S.; Kravtsov, Victor Ch.; Journal of Fluorine Chemistry; vol. 205; (2018); p. 15 – 21;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem