Category: 60781-83-1

Synthetic Route of 60781-83-1, 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. 60781-83-1, name is 4-Phenylpyridin-2-amine, molecular formula is C11H10N2, 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.

To a solution of (R)-4-BOC-2-morpholinecarboxylic acid (CAS Number 884512-77-0; 0.250 g, 1 .08 mmol) in DMF (15 ml) was added HATU (0.617g, 1 .62 mmol) at rt. The reaction mixture was stirred at rt for 30 min. 4-Phenylpyridin-2- ylamine (CAS Number 60781 -83-1 ; 0.184 g, 1 .08 mmol) and TEA (0.46 ml, 3.246 mmol) were added and the reaction mixture was stirred at rt for 72 h. The resulting reaction mixture was poured into water (25 ml) and extracted with EtOAc (3 x 25 ml). The combined organic layer was dried over Na2S04, filtered and concentrated under reduced pressure. The resulting residue was purified by flash chromatography (4% MeOH in DCM) yielding tert-butyl (R)-2-((4-phenylpyridin-2-yl)carbamoyl)morpholine- 4-carboxylate (0.1 15 g, 0.300 mmol). LCMS: Method C, 2.423, MS: ES+ 384.38; 1 H NMR (400 MHz, DMSO-d6) delta ppm: 9.86 (s, 1 H), 8.41 (d, J=5.2 Hz, 1 H), 8.36 (s, 1 H), 7.74 (d, J=6.8 Hz, 2 H), 7.48 – 7.57 (m, 4 H), 4.17 – 4.20 (m, 1 H), 4.01 – 4.03 (m, 2 H), 3.71 – 3.74 (m, 1 H), 3.53 – 3.58 (m, 1 H), 2.89 – 3.01 (m, 2 H), 1 .42 (s, 9 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 60781-83-1, 4-Phenylpyridin-2-amine.

Reference:
Patent; MISSION THERAPEUTICS LIMITED; STOCKLEY, Martin Lee; KEMP, Mark Ian; MADIN, Andrew; (167 pag.)WO2018/65768; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 60781-83-1, 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. 60781-83-1, name is 4-Phenylpyridin-2-amine, molecular formula is C11H10N2, 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.

To a solution of (R)-4-BOC-2-morpholinecarboxylic acid (CAS Number 884512-77-0; 0.250 g, 1 .08 mmol) in DMF (15 ml) was added HATU (0.617g, 1 .62 mmol) at rt. The reaction mixture was stirred at rt for 30 min. 4-Phenylpyridin-2- ylamine (CAS Number 60781 -83-1 ; 0.184 g, 1 .08 mmol) and TEA (0.46 ml, 3.246 mmol) were added and the reaction mixture was stirred at rt for 72 h. The resulting reaction mixture was poured into water (25 ml) and extracted with EtOAc (3 x 25 ml). The combined organic layer was dried over Na2S04, filtered and concentrated under reduced pressure. The resulting residue was purified by flash chromatography (4% MeOH in DCM) yielding tert-butyl (R)-2-((4-phenylpyridin-2-yl)carbamoyl)morpholine- 4-carboxylate (0.1 15 g, 0.300 mmol). LCMS: Method C, 2.423, MS: ES+ 384.38; 1 H NMR (400 MHz, DMSO-d6) delta ppm: 9.86 (s, 1 H), 8.41 (d, J=5.2 Hz, 1 H), 8.36 (s, 1 H), 7.74 (d, J=6.8 Hz, 2 H), 7.48 – 7.57 (m, 4 H), 4.17 – 4.20 (m, 1 H), 4.01 – 4.03 (m, 2 H), 3.71 – 3.74 (m, 1 H), 3.53 – 3.58 (m, 1 H), 2.89 – 3.01 (m, 2 H), 1 .42 (s, 9 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 60781-83-1, 4-Phenylpyridin-2-amine.

Reference:
Patent; MISSION THERAPEUTICS LIMITED; STOCKLEY, Martin Lee; KEMP, Mark Ian; MADIN, Andrew; (167 pag.)WO2018/65768; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 60781-83-1, 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. 60781-83-1, name is 4-Phenylpyridin-2-amine. A new synthetic method of this compound is introduced below.

EXAMPLE 8 2,3-Dihydro-6-phenylcyclopenta[d]pyrido[1,2-a]pyrimidin-10(1H)-one A mixture of 17.0 g. of 2-amino-4-phenylpyridine and 31.2 g. of ethyl cyclopentane-2-carboxylate is heated at an internal temperature of 160-165 for 4 hours. During this time ethanol distils from the reaction mixture and is collected in a Dean-Stark trap. During the 4 hours of heating, about 5.5 ml of distillate is collected. When the reaction mixture is allowed to cool, a crystalline solid separates. The mixture is cooled to 0 and the solid filtered. Recrystallization from cyclohexane gives 24.7 g. of 2,3-dihydro-6-phenylcyclopenta[d]pyrido[1,2-a]pyrimidin-10(1H)-one.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,60781-83-1, its application will become more common.

Reference:
Patent; E. R. Squibb & Sons, Inc.; US3965100; (1976); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 60781-83-1, 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.60781-83-1, name is 4-Phenylpyridin-2-amine, molecular formula is C11H10N2, molecular weight is 170.2105, as common compound, the synthetic route is as follows.

A mixture of 4-phenylpyridin-2-amine (0.4 g, 2.35 mmol) and ethyl formate (4 ml) was heated at 80C for 16 h. The reaction mixture was cooled to rt, diluted with saturated NaHC03 solution (20 ml) and extracted with DCM (3 x 15 ml). The combined organic phase was washed with water (20 ml), dried over Na2S04, filtered and concentrated under reduced pressure. The resulting crude material was purified by flash chromatography (25% EtOAc in hexane) yielding N-(4-phenylpyridin-2-yl)formamide (0.313 g, 1.58 mmol). LCMS: Method C, 1.79 min, MS: ES+ 199.14; NMR (400 MHz, DMSO-d6) delta ppm 10.74 (s, 1 H), 9.34 (d, J=10.8 Hz, 1 H), 8.39 (s, 1 H), 7.72 – 7.45 (m, 2 H), 7.48 – 7.57 (m, 3 H), 7.42 – 7.45 (m, 1 H), 7.21 (s, 1 H).

Statistics shows that 60781-83-1 is playing an increasingly important role. we look forward to future research findings about 4-Phenylpyridin-2-amine.

Reference:
Patent; MISSION THERAPEUTICS LIMITED; GIBSON, Karl Richard; JONES, Alison; KEMP, Mark Ian; MADIN, Andrew; STOCKLEY, Martin Lee; WHITLOCK, Gavin Alistair; WOODROW, Michael D.; (109 pag.)WO2017/141036; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 60781-83-1, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 60781-83-1, name is 4-Phenylpyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

Compound chloroacetate (Chloroacetic acid) 8.88 g (93.9 mmol), dissolved in 17mL H2O and then triethylamine (Triethylamine) 17mL was added slowly and then the 2-amino-4-phenyl pyridine (2-Amino-4-phenylpyridine) 20 g ( put 117 mmol) was 5 hours at 90 . After cooling to room temperature, ethyl alcohol (Ethyl alcohol) into a 20mL 2 hours of reaction at 0 and filtered (Filter) 19.5 g to give the title compound 76-6 (73%).

According to the analysis of related databases, 60781-83-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hee Sung Material Co., Ltd; Kim, Ji Hee; Jang, So Hyun; Kim, Yeong Woo; Kim, Hyun Dong; Uhm, Song Jin; Lee, Ju Dong; (50 pag.)KR2016/1508; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 60781-83-1, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 60781-83-1, name is 4-Phenylpyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

Compound chloroacetate (Chloroacetic acid) 8.88 g (93.9 mmol), dissolved in 17mL H2O and then triethylamine (Triethylamine) 17mL was added slowly and then the 2-amino-4-phenyl pyridine (2-Amino-4-phenylpyridine) 20 g ( put 117 mmol) was 5 hours at 90 . After cooling to room temperature, ethyl alcohol (Ethyl alcohol) into a 20mL 2 hours of reaction at 0 and filtered (Filter) 19.5 g to give the title compound 76-6 (73%).

According to the analysis of related databases, 60781-83-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hee Sung Material Co., Ltd; Kim, Ji Hee; Jang, So Hyun; Kim, Yeong Woo; Kim, Hyun Dong; Uhm, Song Jin; Lee, Ju Dong; (50 pag.)KR2016/1508; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 60781-83-1, 4-Phenylpyridin-2-amine, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

Add tri-tert-butylphosphine (4.4 mL of a 1.0 M solution in toluene, 1.48 g, 0.05 mmol), palladium acetate (0.4 g, 1.83 mmol) and sodium t-butoxide (52.7 g, 549 mmol) to 1-3 (30.83) A solution of g, 80.44 mmol) and 1-4 (13.69 g, 80.44 mmol) in degassed toluene (500 mL), and the mixture was heated under reflux for 2 hours.The reaction mixture was cooled to room temperature, diluted with toluene and filtered over EtOAc.The filtrate was diluted with water and extracted with toluene and the organic phases were combined and evaporated in vacuo. The residue was filtered through silica gel (heptane / dichloromethane) and crystallised from isopropyl alcohol.Intermediate 1-5 38.43 g was obtained in a yield of 81.32%.

The synthetic route of 60781-83-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Zhang Hong; Cai Hui; (28 pag.)CN108440524; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 60781-83-1 ,Some common heterocyclic compound, 60781-83-1, molecular formula is C11H10N2, 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.

To a RT solution of 4-phenylpyridin-2-amine (8 mg, 0.044 mmol) in THF (0.5 mL) was added NaH (2 mg, 0.033 mmol, 60% in mineral oil), and the mixture was stirred at RT for 30 min. Intermediate 1 (10 mg, 0.022 mmol) in THF (0.2 mL) was added and the reaction mixture was stirred at RT for 4 h, after which THF (0.8 mL)/H20 (0.4 mL)/ MeOH (0.4 mL) and LiOH.H20 (5 mg, 0.11 mmol) were added and the mixture was stirred overnight at RT. Volatiles were removed in vacuo and the residue was diluted with H20 (5 mL); the mixture was adjusted with 1N aq. HC1 to pH ~5 and extracted with EtOAc (3 x 5 mL). The combined organic extracts were washed with brine (2 mL), dried (MgSCL), and concentrated in vacuo. The crude product was purified by preparative LC/MS: Column: Waters XBridge Cl 8, 19 x 200 mm, 5-pm particles; Guard Column: Waters XBridge C18, 19 x 10 mm, 5-pm particles; Mobile Phase A: 5:95 MeCN:H20 with 0.1% TFA; Mobile Phase B: 95:5 MeCN:H20 with 0.1% TFA; Gradient: 50-90% B over 20 min, then a 5-min hold at 100% B; Flow: 20 mL/min. The combined fractions containing the desired product were concentrated in vacuo by centrifugal evaporation to give the title compound (3.1 mg, 6.0 pmol, 27 % yield). LCMS, [M + H]+ = 499.3. NMR (500 MHz, DMSO-de) d 8.05 (d, ,7=5.6 Hz, 1H), 7.87 (d, ,7=8.5 Hz, 1H), 7.51 (d, ,7=8.6 Hz, 1H), 7.46 – 7.40 (m, 2H), 7.38 – 7.32 (m, 3H), 6.85 – 6.80 (m, 2H), 5.04 (d, J=5.5 Hz, 2H), 4.79 – 4.72 (m, 1H), 4.14 (s, 3H), 2.59 – 2.54 (m, 1H), 2.39 (s, 3H), 2.01 – 1.45 (m, 8H). hLPAi IC5o = 32 nM.

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. 60781-83-1, 4-Phenylpyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SHI, Yan; WANG, Ying; CHENG, Peter Tai Wah; SHI, Jun; TAO, Shiwei; CORTE, James R.; FANG, Tianan; LI, Jun; KENNEDY, Lawrence J.; KALTENBACH, III, Robert F.; JUSUF, Sutjano; (316 pag.)WO2019/126093; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 60781-83-1, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 60781-83-1 as follows.

General procedure: Genereal procedure for synthesis of 4a: A mixture of N-methyl-isatin 1 (2.0 mmol), 2-aminopyridine 2a (2.0 mmol) and [bmIm]OH (0.4 mmol) was stirred at room temperature for 2-5 h. After completion of reaction as indicated by TLC, 20 mL of water was added to the reaction mixture and stirred well. The product was extracted with EtOAc (3 × 20 mL). The combined organic layers were dried over anhydrous Na2SO4 to afford the crude product and recrystallized from ethanol to obtain analytically pure compound 4 (75-89%). After isolation of the product, the remaining aqueous layer containing the ionic liquid was washed with ether (2 × 10 mL) to remove organic impurities and filtered. The filtrate was extracted with dichloromethane (2 × 10 mL), dried over MgSO4 and evaporated under reduced pressure to afford [bmIm]OH, which was recycled twice in subsequent runs without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,60781-83-1, its application will become more common.

Reference:
Article; Siddiqui; Shamim, Shayna; Waseem, Malik Abdul; Abumhdi, Afaf A.H.; Srivastava, Arjita; Srivastava, Anjali; Tetrahedron Letters; vol. 54; 37; (2013); p. 5083 – 5086;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem