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

HRID 1928027Notes

Reaction equation

HRID 1928027 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])=[CH:10][CH:9]=2)[CH:5]=[C:4]([C:18]([F:21])([F:20])[F:19])[N:3]=1.[N:22]1[CH:27]=[CH:26][CH:25]=[C:24](B(O)O)[CH:23]=1>>[N:22]1[CH:27]=[CH:26][CH:25]=[C:24]([C:2]2[N:3]=[C:4]([C:18]([F:21])([F:20])[F:19])[CH:5]=[C:6]([C:8]3[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][CH:9]=3)[N:7]=2)[CH:23]=1

Participants

3

Reactant 2

HCID 27343783-Pyridinylboronic acidHCID 574685992-Chloro-4-trifluoromethyl-6-(4-trifluoromethylphenyl)-pyrimidine

Product 1

HCID 574688582-Pyridin-3-yl-4-trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidine

Procedure

The title compound was prepared from 2-chloro-4-(4-trifluoromethyl-phenyl)-6-trifluoromethyl-pyrimidine (example A.2) (0.33 g, 1.0 mmol) and commercially available 3-pyridineboronic acid (0.184 g, 1.5 mmol) according to the general procedure IVb. Obtained as a light yellow solid (0.03 g, 8%). MS (ISP) 370.1 [(M+H)+]; mp 134° C.

Sources & evidence

ORD record
ord-9a43c77361eb4a51964f328e15ed66ca
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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