N-(4-((1R,3S)-3-aminocyclohexyl)pyridin-3-yl)-6-(2,6-difluorophenyl)-5-fluoropicolinamide

Base Information

Chemical Name:N-(4-((1R,3S)-3-aminocyclohexyl)pyridin-3-yl)-6-(2,6-difluorophenyl)-5-fluoropicolinamide
CAS No.:1210416-98-0
Molecular Formula:C₂₃H₂₁F₃N₄O
Molecular Weight:426.441
Hs Code.:

Synonyms:

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Chemical Property of N-(4-((1R,3S)-3-aminocyclohexyl)pyridin-3-yl)-6-(2,6-difluorophenyl)-5-fluoropicolinamide

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Technology Process of N-(4-((1R,3S)-3-aminocyclohexyl)pyridin-3-yl)-6-(2,6-difluorophenyl)-5-fluoropicolinamide

There total 11 articles about N-(4-((1R,3S)-3-aminocyclohexyl)pyridin-3-yl)-6-(2,6-difluorophenyl)-5-fluoropicolinamide 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:

: 1187055-82-8
3-(3-nitropyridin-4-yl)cyclohex-2-en-1-one

: 1210416-98-0
N-(4-((1R,3S)-3-aminocyclohexyl)pyridin-3-yl)-6-(2,6-difluorophenyl)-5-fluoropicolinamide

Guidance literature:: Multi-step reaction with 6 steps

1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol / 2 h / 0 °C

2: triphenylphosphine; di-tert-butyl-diazodicarboxylate / tetrahydrofuran / 2 h / 0 °C

3: palladium 10% on activated carbon; hydrogen / methanol / 48 h / 50 °C / 20686.5 Torr / Inert atmosphere; Sealed tube

4: Chiralpak OJ / methanol; hexane / Resolution of racemate

5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-7-aza-benzotriazole / N,N-dimethyl-formamide / 12 h / 20 °C

6: hydrazine / methanol / 2 h / Heating

With sodium tetrahydroborate; 1-hydroxy-7-aza-benzotriazole; cerium(III) chloride heptahydrate; di-tert-butyl-diazodicarboxylate; palladium 10% on activated carbon; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; hydrazine; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide; 2: |Mitsunobu Displacement;
DOI:10.1021/acs.jmedchem.5b01275

Reference yield:

: 1187055-83-9
3-(3-nitropyridin-4-yl)cyclohex-2-en-1-ol

: 1210416-98-0
N-(4-((1R,3S)-3-aminocyclohexyl)pyridin-3-yl)-6-(2,6-difluorophenyl)-5-fluoropicolinamide

Guidance literature:: Multi-step reaction with 5 steps

1: triphenylphosphine; di-tert-butyl-diazodicarboxylate / tetrahydrofuran / 2 h / 0 °C

2: palladium 10% on activated carbon; hydrogen / methanol / 48 h / 50 °C / 20686.5 Torr / Inert atmosphere; Sealed tube

3: Chiralpak OJ / methanol; hexane / Resolution of racemate

4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-7-aza-benzotriazole / N,N-dimethyl-formamide / 12 h / 20 °C

5: hydrazine / methanol / 2 h / Heating

With 1-hydroxy-7-aza-benzotriazole; di-tert-butyl-diazodicarboxylate; palladium 10% on activated carbon; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; hydrazine; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide; 1: |Mitsunobu Displacement;
DOI:10.1021/acs.jmedchem.5b01275

Reference yield:

: 2-(3-(3-aminopyridin-4-yl)cyclohexyl)isoindoline-1,3-dione

: 1210416-98-0
N-(4-((1R,3S)-3-aminocyclohexyl)pyridin-3-yl)-6-(2,6-difluorophenyl)-5-fluoropicolinamide

Guidance literature:: Multi-step reaction with 3 steps

1: Chiralpak OJ / methanol; hexane / Resolution of racemate

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-7-aza-benzotriazole / N,N-dimethyl-formamide / 12 h / 20 °C

3: hydrazine / methanol / 2 h / Heating

With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; hydrazine; In methanol; hexane; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.5b01275