N-((1-(cyanomethyl)-4-phenylpiperidin-4-yl)methyl)-3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinamide

Base Information

Chemical Name:N-((1-(cyanomethyl)-4-phenylpiperidin-4-yl)methyl)-3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinamide
CAS No.:1071486-28-6
Molecular Formula:C₂₉H₂₈FN₇OS₂
Molecular Weight:573.718
Hs Code.:

Synonyms:N-((1-(cyanomethyl)-4-phenylpiperidin-4-yl)methyl)-3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinamide

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Chemical Property of N-((1-(cyanomethyl)-4-phenylpiperidin-4-yl)methyl)-3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinamide

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Technology Process of N-((1-(cyanomethyl)-4-phenylpiperidin-4-yl)methyl)-3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinamide

There total 5 articles about N-((1-(cyanomethyl)-4-phenylpiperidin-4-yl)methyl)-3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 30.0%

: 1071483-68-5
3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)-N-((4-phenylpiperidin-4-yl)methyl)picolinamide

: 590-17-0
cyanomethyl bromide

: 1071486-28-6
N-((1-(cyanomethyl)-4-phenylpiperidin-4-yl)methyl)-3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinamide

Guidance literature:: 3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)-N-((4-phenylpiperidin-4-yl)methyl)picolinamide; cyanomethyl bromide; With triethylamine; In tetrahydrofuran; at 100 ℃; for 0.5h; Microwave irradiation;

With hydrogenchloride; In methanol;

Reference yield:

: 40481-13-8
4-phenyl-4-cyanopiperidine

: 1071486-28-6
N-((1-(cyanomethyl)-4-phenylpiperidin-4-yl)methyl)-3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / dichloromethane / 2 h / 23 °C

2.1: hydrogen; acetic acid / platinum(IV) oxide / methanol / 264 h / 2585.81 Torr

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 48 h / 23 °C

4.1: trifluoroacetic acid / dichloromethane / 2 h / 23 °C

4.2: pH ~ 7

5.1: triethylamine / tetrahydrofuran / 0.5 h / 100 °C / Microwave irradiation

With hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; platinum(IV) oxide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane;

Reference yield:

: 158144-79-7
tert-butyl 4-cyano-4-phenylpiperidine-1-carboxylate

: 1071486-28-6
N-((1-(cyanomethyl)-4-phenylpiperidin-4-yl)methyl)-3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogen; acetic acid / platinum(IV) oxide / methanol / 264 h / 2585.81 Torr

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 48 h / 23 °C

3.1: trifluoroacetic acid / dichloromethane / 2 h / 23 °C

3.2: pH ~ 7

4.1: triethylamine / tetrahydrofuran / 0.5 h / 100 °C / Microwave irradiation

With hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; platinum(IV) oxide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane;