3-Pyridinylboronic acid → 2-(3-Pyridin-3-yl-phenyl)-4-trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidine

HRID 1928023Notes

Reaction equation

HRID 1928023 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:8]2[N:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:11]=[C:10]([C:18]3[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][CH:19]=3)[N:9]=2)[CH:5]=[CH:6][CH:7]=1.[N:28]1[CH:33]=[CH:32][CH:31]=[C:30](B(O)O)[CH:29]=1>>[N:28]1[CH:33]=[CH:32][CH:31]=[C:30]([C:2]2[CH:3]=[C:4]([C:8]3[N:13]=[C:12]([C:14]([F:16])([F:15])[F:17])[CH:11]=[C:10]([C:18]4[CH:19]=[CH:20][C:21]([C:24]([F:25])([F:26])[F:27])=[CH:22][CH:23]=4)[N:9]=3)[CH:5]=[CH:6][CH:7]=2)[CH:29]=1

Participants

3

Reactant 2

HCID 27343783-Pyridinylboronic acidHCID 574687272-(3-Bromo-phenyl)-4-trifluoromethyl-6-(4-trifluoromethylphenyl)-pyrimidine

Product 1

HCID 574688552-(3-Pyridin-3-yl-phenyl)-4-trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidine

Procedure

The title compound was prepared from 2-(3-bromo-phenyl)-4-trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidine (example E.3) (0.22 g, 0.5 mmol) and commercially available 3-pyridineboronic acid (0.08 g, 0.65 mmol) according to the general procedure VI. Obtained as a white solid (0.154 g, 69%). MS (ISP) 446.3 [(M+H)+]; mp 194° C.

Sources & evidence

ORD record
ord-d033952b0d384f4c8c49da7f4901feb7
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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