4-Chlorophenylboronic acid → HCID 11952201, compound

HRID 1766485Notes

Reaction equation

HRID 1766485 reaction equation
CO[C:3](=[O:12])[C:4]1[CH:9]=[C:8](Br)[C:7](Cl)=[N:6][CH:5]=1.[CH3:13][O:14][CH2:15][CH2:16][NH:17][CH3:18].[Cl:19][C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1.[NH2:29][C@@H:30]1[CH2:35][CH2:34][CH2:33][CH2:32][C@H:31]1[OH:36]>>[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([C:8]2[C:7]([N:17]([CH2:16][CH2:15][O:14][CH3:13])[CH3:18])=[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:22][CH:21]=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 23, using 5-bromo-6-chloro-nicotinic acid methyl ester, (2-methoxy-ethyl)-methyl-amine (commercially available), 4-chlorophenylboronic acid (commercially available) and (1R,2R)-2-amino-cyclohexanol (commercially available) as starting materials. MS (m/e): 418.3 (MH+).

Workup

  1. customdescribed for the preparation of Example 23

Sources & evidence

ORD record
ord-0e4c9703844844a98c05d691e666dc74
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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