Water → 6-(2-Methylbenzoylamino)nicotinic acid methyl ester

HRID 1440253Notes

Reaction equation

HRID 1440253 reaction equation
[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[N:6][CH:5]=1.[CH3:12][C:13]1[CH:21]=[CH:20][CH:19]=[CH:18][C:14]=1[C:15](Cl)=[O:16].O>N1C=CC=CC=1>[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:15](=[O:16])[C:14]2[CH:18]=[CH:19][CH:20]=[CH:21][C:13]=2[CH3:12])=[N:6][CH:5]=1

Participants

5

Reactant 3

HCID 962WaterHCID 702762-Methylbenzoyl chlorideHCID 737487Methyl 6-aminonicotinate

Product 1

HCID 540037756-(2-Methylbenzoylamino)nicotinic acid methyl esterYield 80.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 6-aminonicotinic acid methyl ester (4 g) in pyridine (40 ml) is added with stirring 2-methylbenzoyl chloride (6.73 g) under ice-cooling, and the mixture is stirred at room temperature overnight. To the reaction solution is added water, and the precipitated crystals are collected by filtration, and dried to give 6-(2-methylbenzoylamino)nicotinic acid methyl ester (5.7 g) as white powder.

Workup

  1. temperaturecooling
  2. filtrationthe precipitated crystals are collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-cbb67d4d928f442fb39414c9a9f45c03
Source dataset
uspto-grants-1996_03
Patent number
US05498609

Reaction notes

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