2-Chloropyridine-4-boronic acid → 2-(2-Chloro-pyridin-4-yl)-4-methyl-6-(3-methyl-4-trifluoromethyl-phenyl)-pyrimidine

HRID 1927907Notes

Reaction equation

HRID 1927907 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.[Cl:20][C:21]1[CH:26]=[C:25](B(O)O)[CH:24]=[CH:23][N:22]=1>>[Cl: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][N:22]=1

Participants

3

Reactant 2

HCID 51515952-Chloropyridine-4-boronic acidHCID 574686572-Chloro-4-(3-methyl-4-trifluoromethyl-phenyl)-6-methyl-pyrimidine

Product 1

HCID 574687692-(2-Chloro-pyridin-4-yl)-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 2-chloro-pyridine-4-boronic acid (0.286 g, 1.82 mmol) according to the general procedure IVb. Obtained as a light brown solid (0.11 g, 22%). MS (ISP) 364.1 [(M+H)+]; mp 92° C.

Sources & evidence

ORD record
ord-321036ebbcdb43bea2d5dd8b8c5af5b0
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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