3-Pyridinemethanol → HCID 67012376, compound

HRID 1766555Notes

Reaction equation

HRID 1766555 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:9]([OH:11])=O)[CH:5]=[N:6][C:7]=1Cl.[N:12]1[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][OH:19])[CH:13]=1.[Cl:20][C:21]1[CH:26]=[CH:25][C:24](B(O)O)=[CH:23][CH:22]=1.[NH2:30][C@@H:31]1[CH2:36][CH2:35][CH2:34][CH2:33][C@H:32]1[OH:37]>>[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([C:16]2[C:17]([O:11][CH2:9][C:4]3[CH:5]=[N:6][CH:7]=[CH:2][CH:3]=3)=[N:12][CH:13]=[C:14]([CH:15]=2)[C:18]([NH:30][C@@H:31]2[CH2:36][CH2:35][CH2:34][CH2:33][C@H:32]2[OH:37])=[O:19])=[CH:23][CH:22]=1

Participants

5

Reactant 4

HCID 75103-PyridinemethanolHCID 742994-Chlorophenylboronic acidHCID 2854335-Bromo-6-chloropyridine-3-carboxylic acidHCID 735777(1R,2R)-2-Aminocyclohexanol

Product 1

HCID 67012376HCID 67012376, compound

Procedure

The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, 3-pyridinemethanol, (4-chloro-phenyl)-boronic acid and ((1R,2R)-2-amino-1-cyclohexanol as starting materials to yield 5-(4-chloro-phenyl)-N-((1R,2R)-2-hydroxy-cyclohexyl)-6-(pyridin-3-ylmethoxy)-nicotinamide, MS (ISP) 438.1 (M+H)+.

Workup

  1. customThe title compound was synthesized in analogy to Example 75

Sources & evidence

ORD record
ord-26520b5670834352bc83f922cd81f412
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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