(1R,2R)-2-Aminocyclohexanol → 6-chloro-5-(4-chloro-phenyl)-N-((1R,2R)-2-hydroxy-cyclohexyl)-nicotinamide

HRID 1929891Notes

Reaction equation

HRID 1929891 reaction equation
[Cl:1][C:2]1[C:10]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][N:3]=1.[NH2:18][C@@H:19]1[CH2:24][CH2:23][CH2:22][CH2:21][C@H:20]1[OH:25]>>[Cl:1][C:2]1[C:10]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)=[CH:9][C:5]([C:6]([NH:18][C@@H:19]2[CH2:24][CH2:23][CH2:22][CH2:21][C@H:20]2[OH:25])=[O:8])=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 735777(1R,2R)-2-AminocyclohexanolHCID 866191836-Chloro-5-(4-chlorophenyl)-3-pyridinecarboxylic acid

Product 1

HCID 866191846-chloro-5-(4-chloro-phenyl)-N-((1R,2R)-2-hydroxy-cyclohexyl)-nicotinamide

Procedure

The title compound was synthesized in analogy to Example 5 d from 6-chloro-5-(4-chloro-phenyl)-nicotinic acid (Example 5 b) and (1R,2R)-2-amino-1-cyclohexanol to yield 6-chloro-5-(4-chloro-phenyl)-N-((1R,2R)-2-hydroxy-cyclohexyl)-nicotinamide as a colorless solid, MS (ISP) 364.9, 366.9 (M+H)+.

Sources & evidence

ORD record
ord-c114bd5d20964e668856f656af9eea98
Source dataset
uspto-grants-2012_05
Patent number
US08188093B2

Reaction notes

Loading…