N-(4-Bromophenyl)-N-methyl-formamide → (4-{[4-Fluoro-4'-(formyl-methyl-amino)-biphenyl-3-ylmethyl]-amino}-cyclohexyl)-methyl-carbamic acid tert-butyl ester

HRID 2389721Notes

Reaction equation

HRID 2389721 reaction equation
[C:1]([N:8]([CH3:27])[CH:9]1[CH2:14][CH2:13][CH:12]([NH:15][CH2:16][C:17]2[CH:18]=[C:19](B(O)O)[CH:20]=[CH:21][C:22]=2[F:23])[CH2:11][CH2:10]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].Br[C:29]1[CH:34]=[CH:33][C:32]([N:35]([CH3:38])[CH:36]=[O:37])=[CH:31][CH:30]=1>>[C:4]([O:3][C:1](=[O:2])[N:8]([CH:9]1[CH2:14][CH2:13][CH:12]([NH:15][CH2:16][C:17]2[CH:18]=[C:19]([C:29]3[CH:34]=[CH:33][C:32]([N:35]([CH:36]=[O:37])[CH3:38])=[CH:31][CH:30]=3)[CH:20]=[CH:21][C:22]=2[F:23])[CH2:11][CH2:10]1)[CH3:27])([CH3:7])([CH3:6])[CH3:5]

Participants

3

Reactant 2

HCID 15004464N-(4-Bromophenyl)-N-methyl-formamideHCID 597669043-{[4-(BOC-methyl-amino)-cyclohexylamino]-methyl}-4-fluoro-benzene boronic acid

Product 1

HCID 59766952(4-{[4-Fluoro-4'-(formyl-methyl-amino)-biphenyl-3-ylmethyl]-amino}-cyclohexyl)-methyl-carbamic acid tert-butyl ester

Procedure

The title compound was prepared from boronic acid (247) (300 mg, 0.79 mmol) and aryl bromide (51) (200 mg, 0.95 mmol) in accordance with Method B.

Sources & evidence

ORD record
ord-ec7d72cd24764cf09ddbba8bb9ded881
Source dataset
uspto-grants-2012_09
Patent number
US08273747B2

Reaction notes

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