(3-Bromophenyl)boronic acid → 2-(3-Bromo-phenyl)-4-methyl-6-(3-methyl-4-trifluoromethyl-phenyl)-pyrimidine

HRID 1927908Notes

Reaction equation

HRID 1927908 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[C:10]([CH3:18])[CH:9]=2)[CH:5]=[C:4]([CH3:19])[N:3]=1.[Br:20][C:21]1[CH:22]=[C:23](B(O)O)[CH:24]=[CH:25][CH:26]=1>>[Br:20][C:21]1[CH:26]=[C:25]([C:2]2[N:3]=[C:4]([CH3:19])[CH:5]=[C:6]([C:8]3[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[C:10]([CH3:18])[CH:9]=3)[N:7]=2)[CH:24]=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 2734318(3-Bromophenyl)boronic acidHCID 574686572-Chloro-4-(3-methyl-4-trifluoromethyl-phenyl)-6-methyl-pyrimidine

Product 1

HCID 574687702-(3-Bromo-phenyl)-4-methyl-6-(3-methyl-4-trifluoromethyl-phenyl)-pyrimidine

Procedure

The title compound was prepared from 2-chloro-4-(3-methyl-4-trifluoromethyl-phenyl)-6-methyl-pyrimidine (example A.40) (0.401 g, 1.4 mmol) and commercially available 3-bromo-benzene-boronic acid (0.366 g, 1.82 mmol) according to the general procedure IVb. Obtained as a light yellow oil (0.13 g, 23%). MS (ISP) 409.2 [(M+H)+].

Sources & evidence

ORD record
ord-0a2576c2ff174341bd92b0182ba5ed4b
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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