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

HRID 1927932Notes

Reaction equation

HRID 1927932 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([CH3:15])[CH:9]=2)[CH:5]=[C:4]([CH3:16])[N:3]=1.[Br:17][C:18]1[CH:19]=[C:20](B(O)O)[CH:21]=[CH:22][CH:23]=1>>[Br:17][C:18]1[CH:23]=[C:22]([C:2]2[N:7]=[C:6]([C:8]3[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([CH3:15])[CH:9]=3)[CH:5]=[C:4]([CH3:16])[N:3]=2)[CH:21]=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 2734318(3-Bromophenyl)boronic acidHCID 574686702-Chloro-4-(4-chloro-3-methyl-phenyl)-6-methyl-pyrimidine

Product 1

HCID 574687912-(3-Bromo-phenyl)-4-(4-chloro-3-methylphenyl)-6-methyl-pyrimidine

Procedure

The title compound was prepared from 2-chloro-4-(4-chloro-3-methyl-phenyl)-6-methyl-pyrimidine (example A.47) (3.84 g, 15.2 mmol) and commercially available 3-bromo-benzene-boronic acid (3.2 g, 15.9 mmol) according to the general procedure IVb. Obtained as a white solid (2.87 g, 51%). MS (ISP) 375.1 [(M+H)+]; mp 108° C.

Sources & evidence

ORD record
ord-489f3132cffb4442a4d13a7173c440a5
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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