4-Chlorophenylboronic acid → HCID 67012363, compound

HRID 1766458Notes

Reaction equation

HRID 1766458 reaction equation
CO[C:3](=[O:12])[C:4]1[CH:9]=[C:8](Br)[C:7](Cl)=[N:6][CH:5]=1.[CH:13]1([CH2:16][NH2:17])[CH2:15][CH2:14]1.[Cl:18][C:19]1[CH:24]=[CH:23][C:22](B(O)O)=[CH:21][CH:20]=1.[NH2:28][C@@H:29]1[CH2:34][CH2:33][CH2:32][CH2:31][C@H:30]1[OH:35]>>[Cl:18][C:19]1[CH:24]=[CH:23][C:22]([C:8]2[C:7]([NH:17][CH2:16][CH:13]3[CH2:15][CH2:14]3)=[N:6][CH:5]=[C:4]([CH:9]=2)[C:3]([NH:28][C@@H:29]2[CH2:34][CH2:33][CH2:32][CH2:31][C@H:30]2[OH:35])=[O:12])=[CH:21][CH:20]=1

Participants

5

Reactant 4

HCID 742994-Chlorophenylboronic acidHCID 75646CyclopropanemethanamineHCID 735777(1R,2R)-2-AminocyclohexanolHCID 2764313Methyl 5-bromo-6-chloronicotinate

Product 1

HCID 67012363HCID 67012363, compound

Procedure

The title compound was synthesized in analogy to the procedure described for the preparation of Example 20, using 5-bromo-6-chloro-nicotinic acid methylester, cyclopropanemethylamine, 4-chlorophenyl-boronic acid and (1R,2R)-2-amino-cyclohexanol as starting materials. MS (m/e): 400.5 (MH+).

Workup

  1. customdescribed for the preparation of Example 20

Sources & evidence

ORD record
ord-988653d820ea4ea5924cf6d33a6b7df2
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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