Thionyl Chloride → 3-[6-(2-Fluoro-phenyl)-pyridin-3-yl]-propionyl chloride hydrochloride

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:13]=[CH:12][C:11]([CH2:14][CH2:15][C:16]([OH:18])=O)=[CH:10][CH:9]=1.S(Cl)([Cl:21])=O>>[ClH:21].[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:13]=[CH:12][C:11]([CH2:14][CH2:15][C:16]([Cl:21])=[O:18])=[CH:10][CH:9]=1

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 685351183-[6-(2-Fluoro-phenyl)-pyridin-3-yl]-propionic acid

Product 1

HCID 866381233-[6-(2-Fluoro-phenyl)-pyridin-3-yl]-propionyl chloride hydrochloride

Procedure

The title compound was prepared in quantitative yield by boiling 3-[6-(2-fluoro-phenyl)-pyridin-3-yl]-propionic acid in thionyl chloride, followed by removal of the volatiles by coevaporating three times with toluene.

Workup

customfollowed by removal of the volatiles

Sources & evidence

ORD record: ord-a44ee74777e746109468df1306419541
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08188291B2

Reaction notes

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