4-Chlorophenylboronic acid → HCID 11952201, compound

HRID 1159248Notes

Reaction equation

HRID 1159248 reaction equation
CO[C:3](=[O:12])[C:4]1[CH:9]=[C:8](Br)[C:7](Cl)=[N:6][CH:5]=1.[Cl:13][C:14]1[CH:19]=[CH:18][C:17](B(O)O)=[CH:16][CH:15]=1.[CH3:23][O:24][CH2:25][CH2:26][NH:27][CH3:28].[NH2:29][C@@H:30]1[CH2:35][CH2:34][CH2:33][CH2:32][C@H:31]1[OH:36]>>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([C:8]2[C:7]([N:27]([CH2:26][CH2:25][O:24][CH3:23])[CH3:28])=[N:6][CH:5]=[C:4]([CH:9]=2)[C:3]([NH:29][C@@H:30]2[CH2:35][CH2:34][CH2:33][CH2:32][C@H:31]2[OH:36])=[O:12])=[CH:16][CH:15]=1

Participants

5

Reactant 4

HCID 742994-Chlorophenylboronic acidHCID 300977(2-Methoxyethyl)(methyl)amineHCID 735777(1R,2R)-2-AminocyclohexanolHCID 2764313Methyl 5-bromo-6-chloronicotinate

Product 1

HCID 11952201HCID 11952201, compound

Procedure

The title compound was synthesized in analogy to the procedure described for the preparation of Example 43, using 5-bromo-6-chloro-nicotinic acid methyl ester, 4-chlorophenyl-boronic acid (commercially available), (2-methoxy-ethyl)-methyl-amine (commercially available), and (1R,2R)-2-amino-cyclohexanol (commercially available) as starting materials. MS (ISP): 452.0 (M+H+).

Workup

  1. customdescribed for the preparation of Example 43

Sources & evidence

ORD record
ord-874b65b71f6b46bf8a719fd7644904d6
Source dataset
uspto-grants-2010_10
Patent number
US07812028B2

Reaction notes

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