Methanol → Methyl (6-chloropyridin-3-yl)acetate

HRID 572935Notes

Reaction equation

HRID 572935 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.O=S(Cl)Cl.[CH3:16]O>>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH3:16])=[O:10])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 140715712-(6-Chloropyridin-3-yl)acetic acid

Product 1

HCID 53419528Methyl (6-chloropyridin-3-yl)acetate

Procedure

To a solution of 2-(6-chloropyridin-3-yl)acetic acid (2 g, 117 mmol) in methanol (40 ml) was added SOCl2 (1.38 g, 117 mmol). The reaction mixture was concentrated after two hours to give the desired product. LC-MS: m/z (M+H)=186.6

Workup

  1. concentrationThe reaction mixture was concentrated after two hours

Sources & evidence

ORD record
ord-6c96a62044b2478baa67244db517eacb
Source dataset
uspto-grants-2015_05
Patent number
US09029531B2

Reaction notes

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