Thionyl Chloride → 5-Chlorocarbonyl-pyridine-2-carboxylic acid methyl ester

HRID 1740773Notes

Reaction equation

HRID 1740773 reaction equation
[N:1]1[CH:6]=[C:5]([C:7]([O-])=[O:8])[CH:4]=[CH:3][C:2]=1[C:10]([O:12][CH3:13])=[O:11].S(Cl)([Cl:16])=O>>[C:10]([C:2]1[CH:3]=[CH:4][C:5]([C:7]([Cl:16])=[O:8])=[CH:6][N:1]=1)([O:12][CH3:13])=[O:11]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 425561312,5-Pyridinedicarboxylic acid, 2-methyl ester

Product 1

HCID 151211775-Chlorocarbonyl-pyridine-2-carboxylic acid methyl ester

Procedure

In step a, the carboxylic acid functionality of the appropriate 2,5-pyridinedicarboxylic acid, 2-methyl ester 10 (Nippon Kagaku Zasshi, 1967, 88, 563) is converted to its acid chloride using techniques and procedures well known and appreciated by one of ordinary skill in the art, such as thionyl chloride, to give the corresponding 6-carbomethoxynicotinoyl chloride 11.

Sources & evidence

ORD record
ord-98d03e2207c04653a3a4b3326337845a
Source dataset
uspto-grants-1999_10
Patent number
US05972897

Reaction notes

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