3-Bromopyridine → (3-Chlorothiophen-2-yl)pyridine

HRID 2776

Reaction equation

[Cl:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1B(O)O.ClC1C=CSC=1.Br[C:17]1[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=1>>[Cl:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:18]1[CH:17]=[CH:22][CH:21]=[CH:20][N:19]=1

Participants

Reactant 3

HCID 122863-Bromopyridine

HCID 870173-Chlorothiophene

HCID 193509333-Chlorothiophene-2-boronic acid

Product 1

HCID 18357709(3-Chlorothiophen-2-yl)pyridineYield 14.2%

Procedure

3-Chlorothiophene-2-boronic acid (1.5 g, 9.24 mmol), prepared as described in EXAMPLE 48, Part A from 3-chlorothiophene was reacted with 3-bromopyridine (0.81 mL, 8.4 mmol) as described in EXAMPLE 48, Part B to give the title compound (0.232 g, 1.19 mmol).

Sources & evidence

ORD record: ord-d795401eb6db4990a351bd0a3efc3fc2
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05731315

Linked notes

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