4-Chlorophenylboronic acid → HCID 11950412, compound

HRID 1766538Notes

Reaction equation

HRID 1766538 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:9]([OH:11])=O)[CH:5]=[N:6][C:7]=1Cl.[CH3:12][N:13]1[C:17]([CH2:18][OH:19])=[N:16][CH:15]=[N:14]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@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:17]3[N:13]([CH3:12])[N:14]=[CH:15][N:16]=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 11073377(1-methyl-1H-1,2,4-triazol-5-yl)methanolHCID 12483365cis-2-Aminomethyl-1-cyclohexanol

Product 1

HCID 11950412HCID 11950412, compound

Procedure

The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, 1-methyl-1H-1,2,4-triazole-5-methanol, (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-(2-methyl-2H-[1,2,4]triazol-3-ylmethoxy)-nicotinamide, MS (ISP) 456.3 (M+H)+.

Workup

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

Sources & evidence

ORD record
ord-52d7250c80fb470c86e28947fe0c5564
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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