2-Bromo-3-methylthiophene → 2-fluoro-5-(3-methylthiophen-2-yl)pyridine

HRID 252265Notes

Reaction equation

HRID 252265 reaction equation
Br[C:2]1[S:3][CH:4]=[CH:5][C:6]=1[CH3:7].[F:8][C:9]1[CH:14]=[CH:13][C:12](B(O)O)=[CH:11][N:10]=1>>[F:8][C:9]1[CH:14]=[CH:13][C:12]([C:2]2[S:3][CH:4]=[CH:5][C:6]=2[CH3:7])=[CH:11][N:10]=1

Participants

3

Reactant 2

HCID 843142-Bromo-3-methylthiopheneHCID 2783397(6-Fluoropyridin-3-yl)boronic acid

Product 1

HCID 111482362-fluoro-5-(3-methylthiophen-2-yl)pyridineYield 75.9%

Procedure

This compound was prepared in analogy to Example 52, starting from 2-bromo-3-methylthiophene (2.6 g, 15 mmol) and 2-fluoro-5-pyridine-boronic acid (2.3 g, 16.5 mmol, 1.1 equiv.) to obtain 2.2 g of the desired compound as a light yellow oil. MS (ES): m/e 194.2 (M+H)

Workup

  1. customThis compound was prepared in analogy to Example 52

Sources & evidence

ORD record
ord-208d82ef32d04263a4465caff55dc60f
Source dataset
uspto-grants-2011_01
Patent number
US07868030B2

Reaction notes

Loading…