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

HRID 1927905Notes

Reaction equation

HRID 1927905 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]([C:18]([F:21])([F:20])[F:19])=[C:14]([CH3:22])[CH:13]=2)[N:3]=1.[Cl:23][C:24]1[CH:29]=[C:28](B(O)O)[CH:27]=[CH:26][N:25]=1>>[Cl:23][C:24]1[CH:29]=[C:28]([C:2]2[N:3]=[C:4]([C:12]3[CH:17]=[CH:16][C:15]([C:18]([F:19])([F:21])[F:20])=[C:14]([CH3:22])[CH:13]=3)[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:7]=2)[CH:27]=[CH:26][N:25]=1

Participants

3

Reactant 2

HCID 51515952-Chloropyridine-4-boronic acidHCID 574686542-Chloro-6-(3-methyl-4-trifluoromethyl-phenyl)-4-trifluoromethyl-pyrimidine

Product 1

HCID 574687672-(2-Chloro-pyridin-4-yl)-4-(3-methyl-4-trifluoromethyl-phenyl)-6-trifluoromethyl-pyrimidine

Procedure

The title compound was prepared from 2-chloro-6-(3-methyl-4-trifluoromethyl-phenyl)-4-trifluoromethyl-pyrimidine (example A.38) (0.68 g, 2.0 mmol) and commercially available 2-chloro-pyridine-4-boronic acid (0.35 g, 2.2 mmol) according to the general procedure IVb. Obtained as an off-white solid (0.33 g, 39%). MS (ISP) 418.3 [(M+H)+]; mp 105.5° C.

Sources & evidence

ORD record
ord-d163b3880e5d4dc095462dffbb7db18c
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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