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

HRID 1989234Notes

Reaction equation

HRID 1989234 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[C:14]([F:19])[CH:13]=2)[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]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[C:14]([F:19])[CH:13]=3)[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:7]=2)[CH:24]=[CH:23][N:22]=1

Participants

3

Reactant 2

HCID 51515952-Chloropyridine-4-boronic acidHCID 574686682-Chloro-4-(3,4-difluoro-phenyl)-6-trifluoromethyl-pyrimidine

Product 1

HCID 574688132-(2-Chloro-pyridin-4-yl)-4-(3,4-difluoro-phenyl)-6-trifluoromethyl-pyrimidine

Procedure

The title compound was prepared from 2-chloro-6-(3,4-difluoro-phenyl)-4-trifluoromethyl-pyrimidine (example A.46) (1.5 g, 5.09 mmol) and commercially available 2-chloro-pyridine-4-boronic acid (0.96 g, 6.1 mmol) according to the general procedure IVb. Obtained as a light brown solid (0.51 g, 27%). MS (ISP) 372.0 [(M+H)+]; mp 151.5° C.

Sources & evidence

ORD record
ord-f95c600c98e94d36984a47652e568f2f
Source dataset
uspto-grants-2010_01
Patent number
US07642264B2

Reaction notes

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