(1R,2R)-2-Aminocyclohexanol → 5-Bromo-N-((1R,2R)-2-hydroxy-cyclohexyl)-6-(pyridin-2-ylmethoxy)-2-trifluoromethyl-nicotinamide

HRID 598255Notes

Reaction equation

HRID 598255 reaction equation
[Br:1][C:2]1[C:3]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)=[N:4][C:5]([C:11]([F:14])([F:13])[F:12])=[C:6]([CH:10]=1)[C:7]([OH:9])=O.[NH2:23][C@@H:24]1[CH2:29][CH2:28][CH2:27][CH2:26][C@H:25]1[OH:30]>>[Br:1][C:2]1[C:3]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)=[N:4][C:5]([C:11]([F:14])([F:13])[F:12])=[C:6]([CH:10]=1)[C:7]([NH:23][C@@H:24]1[CH2:29][CH2:28][CH2:27][CH2:26][C@H:25]1[OH:30])=[O:9]

Participants

3

Reactant 2

HCID 735777(1R,2R)-2-AminocyclohexanolHCID 574463015-Bromo-6-(pyridin-2-ylmethoxy)-2-trifluoromethyl-nicotinic acid

Product 1

HCID 689709625-Bromo-N-((1R,2R)-2-hydroxy-cyclohexyl)-6-(pyridin-2-ylmethoxy)-2-trifluoromethyl-nicotinamide

Procedure

The title compound was synthesized in analogy to Example 1c, using 5-bromo-6-(pyridin-2-ylmethoxy)-2-trifluoromethyl-nicotinic acid and (1R,2R)-2-amino-cyclohexanol as starting materials, MS (ISP) 476.1 (M+H)+.

Sources & evidence

ORD record
ord-d909b0e102044f0e89f167fc707ae819
Source dataset
uspto-grants-2011_03
Patent number
US07897621B2

Reaction notes

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