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

HRID 565193Notes

Reaction equation

HRID 565193 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-ca0c063e923e40f0b1d5c56f890d05e4
Source dataset
uspto-grants-2001_01
Patent number
US06172044B2

Reaction notes

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