5-Bromo-6-chloropyridine-3-carboxylic acid → HCID 67012301, compound

HRID 1929906Notes

Reaction equation

HRID 1929906 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[C:14]([CH2:19][OH:20])=[N:15][CH:16]=[CH:17][CH:18]=1.[F:21][C:22]1[CH:27]=[CH:26][C:25](B(O)O)=[CH:24][CH:23]=1.[NH2:31][C@@H:32]1[CH2:37][CH2:36][CH2:35][CH2:34][C@H:33]1[OH:38]>>[F:21][C:22]1[CH:27]=[CH:26][C:25]([C:2]2[C:7]([O:20][CH2:19][C:14]3[C:13]([CH3:12])=[CH:18][CH:17]=[CH:16][N:15]=3)=[N:6][CH:5]=[C:4]([CH:3]=2)[C:9]([NH:31][C@@H:32]2[CH2:37][CH2:36][CH2:35][CH2:34][C@H:33]2[OH:38])=[O:11])=[CH:24][CH:23]=1

Participants

5

Reactant 4

HCID 2854335-Bromo-6-chloropyridine-3-carboxylic acidHCID 2856454-Fluorophenylboronic acidHCID 735777(1R,2R)-2-AminocyclohexanolHCID 1514369(3-Methylpyridin-2-yl)methanol

Product 1

HCID 67012301HCID 67012301, compound

Procedure

The title compound was synthesized in analogy to Example 31, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, (3-methyl-pyridin-2-yl)-methanol, (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-(3-methyl-pyridin-2-ylmethoxy)-nicotinamide, MS (ISP) 436.2 (M+H)+.

Workup

  1. customThe title compound was synthesized in analogy to Example 31

Sources & evidence

ORD record
ord-a1ca3beb66774febb96a792877ab5c17
Source dataset
uspto-grants-2012_05
Patent number
US08188093B2

Reaction notes

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