5-Bromo-6-chloropyridine-3-carboxylic acid → HCID 68811772, compound

HRID 1766566Notes

Reaction equation

HRID 1766566 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][CH2:31][C@@:32]([CH3:37])([CH:34]1[CH2:36][CH2:35]1)[OH:33]>>[CH:34]1([C@:32]([OH:33])([CH3:37])[CH2:31][NH:30][C:9](=[O:11])[C:4]2[CH:3]=[C:2]([C:24]3[CH:25]=[CH:26][C:21]([F:20])=[CH:22][CH:23]=3)[C:7]([O:19][CH2:18][C:15]3[CH:14]=[C:13]([CH3:12])[O:17][N:16]=3)=[N:6][CH:5]=2)[CH2:36][CH2:35]1

Participants

5

Reactant 4

HCID 2854335-Bromo-6-chloropyridine-3-carboxylic acidHCID 2856454-Fluorophenylboronic acidHCID 2736567(5-Methyl-1,2-oxazol-3-yl)methanolHCID 51684102(2R)-1-amino-2-cyclopropyl-propan-2-ol

Product 1

HCID 68811772HCID 68811772, 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 (R)-α-(aminomethyl)-α-methyl-cyclopropanemethanol as starting materials to yield N-((R)-2-cyclopropyl-2-hydroxy-propyl)-5-(4-fluoro-phenyl)-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-df30b4d2ec0a46edad859296e3308279
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

Loading…