(3-Bromophenyl)boronic acid → 2-(3-Bromo-phenyl)-4-(5-chloro-thiophen-2-yl)-6-trifluoromethyl-pyrimidine

HRID 906250Notes

Reaction equation

HRID 906250 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[S:9][C:10]([Cl:13])=[CH:11][CH:12]=2)[CH:5]=[C:4]([C:14]([F:17])([F:16])[F:15])[N:3]=1.[Br:18][C:19]1[CH:20]=[C:21](B(O)O)[CH:22]=[CH:23][CH:24]=1>>[Br:18][C:19]1[CH:24]=[C:23]([C:2]2[N:7]=[C:6]([C:8]3[S:9][C:10]([Cl:13])=[CH:11][CH:12]=3)[CH:5]=[C:4]([C:14]([F:17])([F:16])[F:15])[N:3]=2)[CH:22]=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 2734318(3-Bromophenyl)boronic acidHCID 866246272-Chloro-4-(5-chloro-thiophen-2-yl)-6-trifluoromethyl-pyrimidine

Product 1

HCID 673946642-(3-Bromo-phenyl)-4-(5-chloro-thiophen-2-yl)-6-trifluoromethyl-pyrimidine

Procedure

The title compound was prepared from 2-chloro-4-(5-chloro-thiophen-2-yl)-6-trifluoromethyl-pyrimidine (example A.1) (1.2 g, 4.0 mmol) and commercially available 3-bromo-benzene-boronic acid (0.88 g, 4.38 mmol) according to the general procedure IIb. Obtained as a white solid (0.73 g, 43%). MS (EI) 419.9 [(M)+]; mp 124° C.

Sources & evidence

ORD record
ord-5263b690fe7c4e3e81e510a91da50593
Source dataset
uspto-grants-2011_09
Patent number
US08012986B2

Reaction notes

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