5-Bromo-6-chloropyridine-3-carboxylic acid → HCID 67011855, compound

HRID 1766560Notes

Reaction equation

HRID 1766560 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][CH2:32][C@@:33]([CH3:38])([CH:35]1[CH2:37][CH2:36]1)[OH:34]>>[CH:35]1([C@:33]([OH:34])([CH3:38])[CH2:32][NH:31][C:9](=[O:11])[C:4]2[CH:3]=[C:2]([C:25]3[CH:26]=[CH:27][C:22]([F:21])=[CH:23][CH:24]=3)[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]=2)[CH2:37][CH2:36]1

Participants

5

Reactant 4

HCID 2854335-Bromo-6-chloropyridine-3-carboxylic acidHCID 2856454-Fluorophenylboronic acidHCID 1514369(3-Methylpyridin-2-yl)methanolHCID 51684102(2R)-1-amino-2-cyclopropyl-propan-2-ol

Product 1

HCID 67011855HCID 67011855, compound

Procedure

The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, (3-methyl-pyridin-2-yl)-methanol, (4-fluoro-phenyl)-boronic acid and (R)-α-(aminomethyl)-α-methyl-cyclopropanemethanol as starting materials to yield N-((R)-2-cyclopropyl-2-hydroxy-propyl)-5-(4-fluoro-phenyl)-6-(3-methyl-pyridin-2-ylmethoxy)-nicotinamide, MS (ISP) 436.4 (M+H)+.

Workup

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

Sources & evidence

ORD record
ord-4c78c12f67e1477a89ad770c47c152c9
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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