5-Bromo-6-chloropyridine-3-carboxylic acid → HCID 68812630, compound

HRID 1766564Notes

Reaction equation

HRID 1766564 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:9]([OH:11])=O)[CH:5]=[N:6][C:7]=1Cl.[CH3:12][C:13]1[O:17][N:16]=[C:15]([CH2:18][OH:19])[CH:14]=1.[F: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]>>[F:20][C:21]1[CH:26]=[CH:25][C:24]([C:2]2[C:7]([O:19][CH2:18][C:15]3[CH:14]=[C:13]([CH3:12])[O:17][N:16]=3)=[N:6][CH:5]=[C:4]([CH:3]=2)[C:9]([NH:30][C@@H:31]2[CH2:36][CH2:35][CH2:34][CH2:33][C@H:32]2[OH:37])=[O:11])=[CH:23][CH:22]=1

Participants

5

Reactant 4

HCID 2854335-Bromo-6-chloropyridine-3-carboxylic acidHCID 2856454-Fluorophenylboronic acidHCID 735777(1R,2R)-2-AminocyclohexanolHCID 2736567(5-Methyl-1,2-oxazol-3-yl)methanol

Product 1

HCID 68812630HCID 68812630, compound

Procedure

The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, 5-methyl-3-isoxazolemethanol, (4-fluoro-phenyl)-boronic acid and ((1R,2R)-2-amino-1-cyclohexanol as starting materials to yield 5-(4-fluoro-phenyl)-N-((1R,2R)-2-hydroxy-cyclohexyl)-6-(5-methyl-isoxazol-3-ylmethoxy)-nicotinamide, MS (ISP) 426.1 (M+H)+.

Workup

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

Sources & evidence

ORD record
ord-6842ace272ee45df8cde773815df1212
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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