Tag: M.W:200-300

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 571188-59-5, name is tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. 571188-59-5

A mixture of B1 (30.62 g, 110 mmol) and N, N-dimethylformamide (150 mL) was added to the three-necked flask and the mixture was stirred (1.0 M, 120 mL, 120 mmol) was added to a solution of lithium hexamethyldiamine in tetrahydrofuran (20 mL) at 20 to 30 C After the addition of compound 9 (30.58 g, 100 mmol), the reaction was allowed to proceed to room temperature 20 to 25 C for 6 to 8 hours. Reaction end plus (150 mL), extracted with ethyl acetate (150 mL), and the organic phase was washed with saturated brine (150 mL), dried over anhydrous sodium sulfate. After concentration, the compound 12 was separated by a dichloromethane ethyl acetate mixed solvent column chromatography. 46.21 g, 79%)

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, 571188-59-5, tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate.

Reference:
Patent; Hangzhou Kechao Biological Technology Co., Ltd.; Zheng Xuchun; Zhang Yiping; Wu Yihua; (14 pag.)CN106565707; (2017); A;,
Pyridine – Wikipedia,
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2016-99-1, 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 2016-99-1 as follows.

2,2,6,6-tetramethylpiperidine (10 ml, 59.3 mmol, Acros Organics) was added to 2,6- dibromoisonicotinic acid (2004 mg, 7.13 mmol, Fluorochem) and (S)-3-ethylmorpholine hydrochloride (1300 mg, 8.57 mmol, Manchester Organics). The vial containing reaction mixture was sealed, heated to 200 C and stirred at 200 C for 16 h. The reaction mixture was partitioned between DCM (lOOmL) and water (150ml_) acidified with 2M HCI. The organic layer was separated and extracted with DCM (50 ml_). The organic layers were combined, dried over a hydrophobic frit, and concentrated under reduced pressure. The residue was purified by reverse phase HPLC with a gradient of 30-85% acetonitrile + 0.1% formic acid. Concentration in vacuo afforded (S)-2-bromo-6-(3- ethylmorpholino)isonicotinic acid (1268 mg, 4.02 mmol, 56.4% yield) as a brown solid. LCMS (System B, UV, ESI): Rt = 1.14 min, [M+H]+ 315 + 317

The chemical industry reduces the impact on the environment during synthesis 2016-99-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BRAVI, Gianpaolo; HOBBS, Heather; INGLIS, Graham George Adam; NICOLLE, Simon; PEACE, Simon; (138 pag.)WO2019/115640; (2019); A1;,
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956003-24-0, 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 956003-24-0 as follows.

Preparation of 1-methyl-3-[5-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]-pyridin-3-yl]-1H-pyrrolo[2,3-c]pyridine (?A33?) 7.17 g (22 mmol) of caesium carbonate and 3.12 g (22 mmol) of iodomethane are added successively to a solution of 4.88 g (20 mmol) of 3-iodo-1H-pyrrolo[2,3-c]pyridine in 45 ml of acetonitrile. The reaction mixture is stirred at room temperature for 18 hours and subsequently filtered. The filtrate is evaporated, and the residue is chromatographed on a silicagel column with dichloromethane/methanol as eluent, giving two isomers: 3-iodo-1-methyl-1H-pyrrolo[2,3-c]pyridine as colourless crystals, [0323] 1H NMR (400 MHz, DMSO-d6) delta [ppm]=8.83 (s, 1H), 8.23 (d, J=5.5, 1H), 7.77 (s, 1H), 7.24 (dd, J=5.5, 1.0, 1H), 3.93 (s, 3H); [0324] 3-iodo-6-methyl-6H-pyrrolo[2,3-c]pyridine as brown solid, [0325] 1H NMR (400 MHz, DMSO-d6) delta [ppm]=9.21 (s, 1H), 8.45 (s, 1H), 8.37 (d, J=6.5, 1H), 7.81 (d, J=6.6, 1H), 4.39 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 956003-24-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK PATENT GMBH; Dorsch, Dieter; Sirrenberg, Christian; Mueller, Thomas J.J.; Merkul, Eugen; Karapetyan, Gnuni Amatunu; US2013/310391; (2013); A1;,
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73870-24-3, 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. 73870-24-3, name is 4-(Bromomethyl)pyridine hydrobromide, molecular formula is C6H7Br2N, 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.

General procedure: Compounds 20-26 (1 equiv.) were dissolved in DMF followed by the addition of potassium carbonate (1 – 3 equiv.) and the corresponding benzyl- or pyridinylderivate (1-2 equiv.). This mixture was allowed to stir at various temperatures and timespans, all of which are further specified at the corresponding compounds reported below. The crude product was then purified by either normal phase or reversed phase flash chromatography to yield compounds 30-36 and 40-46. The exact conditions of these purifications are reported below for each compound individually.

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. 73870-24-3, 4-(Bromomethyl)pyridine hydrobromide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VIB VZW; UNIVERSITEIT ANTWERPEN; UNIVERSITEIT GENT; VANDENABEELE, Peter; VANDEN BERGHE, Tom; AUGUSTYNS, Koen; HOFMANS, Sam; VAN DER VEKEN, Pieter; DEVISSCHER, Lars; (66 pag.)WO2019/154795; (2019); A1;,
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Pyridine | C5H5N – PubChem

1433822-19-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1433822-19-5, name is 8-Bromo-6-chloro-[1,2,4]triazolo[1,5-a]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

A zeaclion vial was chaied with 8-bmhbzo-[l,24]ffi o[1 a]pyzidir (0.500 g, 2.15rtuml, Example 1, Step A 5-mcephthnpytidim2-ane (0335 2.15 nuriol, ArkPhami1,4-dioxam (10 niLX CsCO (1.40 g, 43] nutol), Xaxtp}rs (0.0522 g, 0.108 rtutiol) and Pd(dba)(0.03 g, 0.11 rturiol), The ieac&iivialwas fhslitd with iuetgen, capred, sthiud and heated to about12X C overnight. Thi reactionwas cccled tortandthendibatedwithDCM (10] niL) an1water(] L).Theoipiuelayerwas septnted,washe1withwater(S] nlL),brine(l0]iuL), aiil diied over NaSO4. After corcenhathig the exhact to drnss, the prcduct was pnifled via silica Iuistta¡Àccraplv elutir with a gradient of 2]-50% ECAc in pe1eum ether to Soid C?-chlcwa-N(Y(0.50 g, 703 %): LCJMS (Table 1, Metlodr)RL 1.7Smin,MS m&331 (M+H).

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, 1433822-19-5, 8-Bromo-6-chloro-[1,2,4]triazolo[1,5-a]pyridine.

Reference:
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; FRIEDMAN, Michael M.; COX, Philip; FRANK, Kristine E.; HOEMANN, Michael Z.; OSUMA, Augustine; WILSON, Noel S.; XU, Xiangdong; WO2015/157955; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

866775-09-9, Adding some certain compound to certain chemical reactions, such as: 866775-09-9, name is Methyl 3-amino-6-bromopicolinate,molecular formula is C7H7BrN2O2, 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 866775-09-9.

4.2 Preparation of methyl 3-amino-6-(1-triisopropylsilanyl-1H-pyrrolo-[2,3-b]pyridin-5-yl)pyridine-2-carboxylate 7.50 g of methyl 3-amino-6-bromopyridine-2-carboxylate, 12.10 g of 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-triisopropylsilanyl-1H-pyrrolo-[2,3-b]pyridine, 8.18 g of sodium hydrogencarbonate and 2.27 g of PdCl2(PPh3)2 in 90 ml of dioxane and 15 ml of water are heated at 90 C. under nitrogen in a flask until the reaction is complete (HPLC check, about 7 hours). The cooled reaction solution is diluted with EA and washed 3 times with water. The organic phase is dried over sodium sulfate and purified by means of column chromatography (gradient heptane: EA 5-100% in 25 min), giving 8.40 g of methyl 3-amino-6-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridine-2-carboxylate as white solid (yield 56%, content 92%); MS-FAB (M+H+)=425.2; Rf (Esi1rod method): 3.10 min.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 866775-09-9.

Reference:
Patent; MERCK PATENT GMBH; Klein, Markus; US2013/210819; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

630120-99-9 , The common heterocyclic compound, 630120-99-9, name is 5-(Benzyloxy)-2-bromopyridine, molecular formula is C12H10BrNO, 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.

(1) The compound (201 mg) obtained in Reference Example 1-1-(1), 4H-1,2,4-triazole (63.1 mg), copper (II) acetate monohydrate (76.0 mg), and cesium carbonate (744 mg) were suspended in N,N-dimethylformamide (4 mL), and the mixture was deaerated, so that the air in the container was purged with nitrogen. The mixture was stirred under microwave irradiation at 120C for 1 hour and then stirred in oil bath at 160C for 7 hours. The mixture was cooled to room temperature, and then subjected to removal of insolubles by celite filtration and washing with ethyl acetate. An aqueous solution of saturated ammonium chloride was added to the mixture of filtrate and washing solution, the mixture was shaken, the organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The obtained organic layer was washed with water and then brine, and was separated by a phase separator, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane/ethyl acetate = 1:1 to ethyl acetate only) to give 5-phenylmethoxy-2-(1,2,4-triazol-1-yl)pyridine (129 mg) as a colorless powder.

According to the analysis of related databases, 630120-99-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Taisho Pharmaceutical Co., Ltd.; TANAKA, Hiroaki; BOHNO, Ayako; HAMADA, Makoto; ITO, Yuji; KOBASHI, Yohei; KAWAMURA, Madoka; (235 pag.)EP3418276; (2018); A1;,
Pyridine – Wikipedia,
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