4-Chlorophenylboronic acid → HCID 11950411, compound

HRID 1159277Notes

Reaction equation

HRID 1159277 reaction equation
CO[C:3]([C:5]1[CH:6]=[N:7][C:8](Cl)=[C:9](Br)[CH:10]=1)=[O:4].[Cl:13][C:14]1[CH:19]=[CH:18][C:17](B(O)O)=[CH:16][CH:15]=1.[CH3:23][N:24]1[C:28]([CH2:29][OH:30])=[N:27][CH:26]=[N:25]1.[NH2:31][C@@H:32]1[CH2:37][CH2:36][CH2:35][CH2:34][C@H:33]1[OH:38]>>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([C:9]2[C:8]([O:30][CH2:29][C:28]3[N:24]([CH3:23])[N:25]=[CH:26][N:27]=3)=[N:7][CH:6]=[C:5]([CH:10]=2)[C:3]([NH:31][C@@H:32]2[CH2:37][CH2:36][CH2:35][CH2:34][C@H:33]2[OH:38])=[O:4])=[CH:16][CH:15]=1

Participants

5

Reactant 4

HCID 742994-Chlorophenylboronic acidHCID 735777(1R,2R)-2-AminocyclohexanolHCID 2764313Methyl 5-bromo-6-chloronicotinateHCID 11073377(1-methyl-1H-1,2,4-triazol-5-yl)methanol

Product 1

HCID 11950411HCID 11950411, compound

Procedure

The title compound was synthesized in analogy to the procedure described for the preparation of Example 5, using 5-bromo-6-chloro-3-pyridinecarboxylic acid methyl ester, 4-chlorophenyl-boronic acid (commercially available), 1-methyl-1H-1,2,4-triazole-5-methanol (CAN 91616-36-3), and (1R,2R)-2-amino-1-cyclohexanol as starting materials. MS (ISP): 442.1 (M+H+).

Workup

  1. customdescribed for the preparation of Example 5

Sources & evidence

ORD record
ord-2d5bf9e06af549afad65656a5ff75364
Source dataset
uspto-grants-2010_10
Patent number
US07812028B2

Reaction notes

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