3-(Neopentyloxysulfonyl)phenylboronic acid → 3'-[4-Trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidin-2-yl]-biphenyl-3-sulfonic acid 2,2-dimethyl-propyl ester

HRID 1989266Notes

Reaction equation

HRID 1989266 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:8]2[N:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:11]=[C:10]([C:18]3[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][CH:19]=3)[N:9]=2)[CH:5]=[CH:6][CH:7]=1.[CH3:28][C:29]([CH3:45])([CH3:44])[CH2:30][O:31][S:32]([C:35]1[CH:36]=[C:37](B(O)O)[CH:38]=[CH:39][CH:40]=1)(=[O:34])=[O:33]>>[CH3:28][C:29]([CH3:45])([CH3:44])[CH2:30][O:31][S:32]([C:35]1[CH:36]=[C:37]([C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([C:8]3[N:13]=[C:12]([C:14]([F:15])([F:16])[F:17])[CH:11]=[C:10]([C:18]4[CH:19]=[CH:20][C:21]([C:24]([F:27])([F:25])[F:26])=[CH:22][CH:23]=4)[N:9]=3)[CH:3]=2)[CH:38]=[CH:39][CH:40]=1)(=[O:34])=[O:33]

Participants

3

Reactant 2

HCID 467389673-(Neopentyloxysulfonyl)phenylboronic acidHCID 574687272-(3-Bromo-phenyl)-4-trifluoromethyl-6-(4-trifluoromethylphenyl)-pyrimidine

Product 1

HCID 574688443'-[4-Trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidin-2-yl]-biphenyl-3-sulfonic acid 2,2-dimethyl-propyl ester

Procedure

3′-[4-Trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidin-2-yl]-biphenyl-3-sulfonic acid 2,2-dimethyl-propyl ester was prepared from 2-(3-bromo-phenyl)-4-trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidine (example E.3) (1.35 g, 3.02 mmol) and 3-(2,2-dimethyl-propyloxysulfonyl)-benzeneboronic acid (example F.4) (1.31 g, 4.81 mmol) according to the general procedure VI. Obtained as a white solid (1.43 g, 80%). MS (ISP) 594.6 [(M+H)+]; mp 157° C.

Sources & evidence

ORD record
ord-bdc3db3ce3254c41bb98da7d232aa1c2
Source dataset
uspto-grants-2010_01
Patent number
US07642264B2

Reaction notes

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