4-Chlorophenylboronic acid → HCID 11950414, compound

HRID 1766540Notes

Reaction equation

HRID 1766540 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][CH:15]=[N:14][C:13]=1[CH2:18][OH:19].[Cl:20][C:21]1[CH:26]=[CH:25][C:24](B(O)O)=[CH:23][CH:22]=1.[NH2:30][CH2:31][C@H:32]1[CH2:37][CH2:36][CH2:35][CH2:34][C@H:33]1[OH:38]>>[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([C:2]2[C:7]([O:19][CH2:18][C:13]3[N:14]=[CH:15][CH:16]=[CH:17][N:12]=3)=[N:6][CH:5]=[C:4]([CH:3]=2)[C:9]([NH:30][CH2:31][C@@H:32]2[CH2:37][CH2:36][CH2:35][CH2:34][C@@H:33]2[OH:38])=[O:11])=[CH:23][CH:22]=1

Participants

5

Reactant 4

HCID 742994-Chlorophenylboronic acidHCID 2854335-Bromo-6-chloropyridine-3-carboxylic acidHCID 27630242-PyrimidinemethanolHCID 12483365cis-2-Aminomethyl-1-cyclohexanol

Product 1

HCID 11950414HCID 11950414, compound

Procedure

The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, 2-pyrimidinemethanol, (4-chloro-phenyl)-boronic acid and cis-2-aminomethyl-1-cyclohexanol as starting materials to yield racemic cis-5-(4-chloro-phenyl)-N-(2-hydroxy-cyclohexylmethyl)-6-(pyrimidin-2-ylmethoxy)-nicotinamide, MS (ISP) 453.2 (M+H)+.

Workup

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

Sources & evidence

ORD record
ord-d5e5ccd1ce984d9fa96120f6a45bdaea
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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