4-Hydroxymethylpyridine → HCID 68812979, compound

HRID 1766578Notes

Reaction equation

HRID 1766578 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][C:15]([CH2:18][OH:19])=[CH:14][CH:13]=1.[Cl: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]>>[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([C:2]2[C:7]([O:19][CH2:18][C:15]3[CH:16]=[CH:17][N:12]=[CH:13][CH:14]=3)=[N:6][CH:5]=[C:4]([CH:3]=2)[C:9]([NH:30][CH2:31][C@@:32]([CH:34]2[CH2:36][CH2:35]2)([OH:33])[CH3:37])=[O:11])=[CH:23][CH:22]=1

Participants

5

Reactant 4

HCID 114724-HydroxymethylpyridineHCID 742994-Chlorophenylboronic acidHCID 2854335-Bromo-6-chloropyridine-3-carboxylic acidHCID 51684102(2R)-1-amino-2-cyclopropyl-propan-2-ol

Product 1

HCID 68812979HCID 68812979, compound

Procedure

The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, 4-pyridinemethanol, (4-chloro-phenyl)-boronic acid and (R)-α-(aminomethyl)-α-methyl-cyclopropanemethanol as starting materials to yield 5-(4-chloro-phenyl)-N-((R)-2-cyclopropyl-2-hydroxy-propyl)-6-(pyridin-4-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-e2f5f0e8d90049e2b4a7e566d2a78503
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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