(3-Bromophenyl)boronic acid → 2-(3-Bromo-phenyl)-4-(4-chloro-phenyl)-6-trifluoromethyl-pyridine

HRID 1989214Notes

Reaction equation

HRID 1989214 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[N:11]=[C:10](I)[CH:9]=2)=[CH:4][CH:3]=1.[Br:19][C:20]1[CH:21]=[C:22](B(O)O)[CH:23]=[CH:24][CH:25]=1>>[Br:19][C:20]1[CH:25]=[C:24]([C:10]2[CH:9]=[C:8]([C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)[CH:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[N:11]=2)[CH:23]=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 2734318(3-Bromophenyl)boronic acidHCID 57468673HCID 57468673, compound

Product 1

HCID 574687962-(3-Bromo-phenyl)-4-(4-chloro-phenyl)-6-trifluoromethyl-pyridine

Procedure

The title compound was prepared from 4-(4-chloro-phenyl)-2-iodo-6-trifluoromethyl-pyridine (example A.50) (9 g, ca. 35% pure, ca. 8.2 mmol) and commercially available 3-bromo-benzene-boronic acid (1.80 g, 9 mmol) according to the general procedure IVb. Obtained as a white solid (1.7 g, 50%). MS (ISP) 412.0 [(M+H)+], 414.1 [(M+2+H)+] and 416.1 [(M+4+H)+].

Sources & evidence

ORD record
ord-5b2fe37198ca42429578915f6beb0d98
Source dataset
uspto-grants-2010_01
Patent number
US07642264B2

Reaction notes

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