5-Bromo-2-thiopheneboronic Acid (contains varying amounts of Anhydride) → 2-(5-Bromo-thiophen-2-yl)-6-methyl-4-(4-trifluoromethyl-phenyl)-pyridine

HRID 1989218Notes

Reaction equation

HRID 1989218 reaction equation
I[C:2]1[CH: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]([CH3:18])[N:3]=1.[Br:19][C:20]1[S:24][C:23](B(O)O)=[CH:22][CH:21]=1>>[Br:19][C:20]1[S:24][C:23]([C:2]2[CH:7]=[C:6]([C:8]3[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][CH:9]=3)[CH:5]=[C:4]([CH3:18])[N:3]=2)=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 27343195-Bromo-2-thiopheneboronic Acid (contains varying amounts of Anhydride)HCID 574686452-Iodo-6-methyl-4-(4-trifluoromethyl-phenyl)pyridine

Product 1

HCID 574688002-(5-Bromo-thiophen-2-yl)-6-methyl-4-(4-trifluoromethyl-phenyl)-pyridine

Procedure

The title compound was prepared from 2-iodo-6-methyl-4-(4-trifluoromethyl-phenyl)pyridine (example A.31) (1.00 g, 2.75 mmol) and commercially available 5-bromthiophene-2-boronic acid (0.570 g, 2.75 mmol) according to the general procedure IVb. Obtained as a light yellow solid (0.480 g, 43%). MS (ISP) 398.0 [(M+H)+] and 400.0 [(M+2+H)+].

Sources & evidence

ORD record
ord-e8b87e17fb8143b785f5c6989e8f5141
Source dataset
uspto-grants-2010_01
Patent number
US07642264B2

Reaction notes

Loading…