3-(Methylsulfonyl)phenylboronic acid → Rac-[1-(3,4-dichloro-phenyl)-2-(3'-methanesulfonyl-biphenyl-3-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

HRID 384902Notes

Reaction equation

HRID 384902 reaction equation
[C:1]([O:5][C:6](=[O:26])[NH:7][CH:8]([C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[CH:19]=1)[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13](Br)[CH:12]=1)=[O:10])([CH3:4])([CH3:3])[CH3:2].[CH3:27][S:28]([C:31]1[CH:32]=[C:33](B(O)O)[CH:34]=[CH:35][CH:36]=1)(=[O:30])=[O:29]>>[C:1]([O:5][C:6](=[O:26])[NH:7][CH:8]([C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[CH:19]=1)[C:9]([C:11]1[CH:12]=[C:13]([C:35]2[CH:34]=[CH:33][CH:32]=[C:31]([S:28]([CH3:27])(=[O:30])=[O:29])[CH:36]=2)[CH:14]=[CH:15][CH:16]=1)=[O:10])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 27735423-(Methylsulfonyl)phenylboronic acidHCID 68408678Rac-[2-(3-bromo-phenyl)-1-(3,4-dichloro-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Product 1

HCID 68408642Rac-[1-(3,4-dichloro-phenyl)-2-(3'-methanesulfonyl-biphenyl-3-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Procedure

The title compound was prepared from rac-[2-(3-Bromo-phenyl)-1-(3,4-dichloro-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester and 3-methylsulfonylphenylboronic acid in analogy to Example 1b): MS (ISP): 551.5 ((M+NH4)+, MS (ISN): 532.2 (M−H)−

Sources & evidence

ORD record
ord-16e0ee62cc3648d0bd1944ddac527ced
Source dataset
uspto-grants-2013_02
Patent number
US08367838B2

Reaction notes

Loading…