2-Methoxyethanol → HCID 11951302, compound

HRID 1766451Notes

Reaction equation

HRID 1766451 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.[NH2:23][C@@H:24]1[CH2:29][CH2:28][CH2:27][CH2:26][C@H:25]1[OH:30].[CH3:31][O:32][CH2:33][CH2:34][OH:35]>>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([C:8]2[C:7]([O:35][CH2:34][CH2:33][O:32][CH3:31])=[N:6][CH:5]=[C:4]([CH:9]=2)[C:3]([NH:23][C@@H:24]2[CH2:29][CH2:28][CH2:27][CH2:26][C@H:25]2[OH:30])=[O:12])=[CH:16][CH:15]=1

Participants

5

Reactant 4

HCID 80192-MethoxyethanolHCID 742994-Chlorophenylboronic acidHCID 735777(1R,2R)-2-AminocyclohexanolHCID 2764313Methyl 5-bromo-6-chloronicotinate

Product 1

HCID 11951302HCID 11951302, compound

Procedure

The title compound was synthesized in analogy to the procedure described for the preparation of Example 11, using 5-bromo-6-chloro-nicotinic acid methylester, 2-methoxy-ethanol (commercially available), 4-chlorophenyl-boronic acid (commercially available) and (1R,2R)-2-amino-cyclohexanol (commercially available) as starting materials. MS (m/e): 405.3 (MH+).

Workup

  1. customdescribed for the preparation of Example 11

Sources & evidence

ORD record
ord-549fe3590cc646be83af557b262ec22d
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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