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

HRID 1989176Notes

Reaction equation

HRID 1989176 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)[CH:5]=[C:4]([CH3:15])[N:3]=1.[Br:16][C:17]1[CH:18]=[C:19](B(O)O)[CH:20]=[CH:21][CH:22]=1>>[Br:16][C:17]1[CH:22]=[C:21]([C:2]2[N:7]=[C:6]([C:8]3[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=3)[CH:5]=[C:4]([CH3:15])[N:3]=2)[CH:20]=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 2734318(3-Bromophenyl)boronic acidHCID 202255702-Chloro-4-(4-chloro-phenyl)-6-methyl-pyrimidine

Product 1

HCID 574687612-(3-Bromo-phenyl)-4-(4-chloro-phenyl)-6-methyl-pyrimidine

Procedure

The title compound was prepared from 2-chloro-4-(4-chloro-phenyl)-6-methyl-pyrimidine (example A.11) (1.0 g, 4.18 mmol) and commercially available 3-bromo-benzeneboronic acid (1.09 g, 5.43 mmol) according to the general procedure IVb. Obtained as an off-white solid (0.5 g, 33%). MS (ISP) 361.0 [(M+H)+]; mp 123° C.

Sources & evidence

ORD record
ord-e6befc5a01c142179058102ab53d044a
Source dataset
uspto-grants-2010_01
Patent number
US07642264B2

Reaction notes

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