Methyl 2-chloropyridine-4-carboxylate → Methyl 2-(1-methylcyclopropanecarboxamido)isonicotinate

Reaction equation

Cl[C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][N:11]=1)[C:5]([O:7][CH3:8])=[O:6].[CH3:12][C:13]1([C:16]([NH2:18])=[O:17])[CH2:15][CH2:14]1>>[CH3:12][C:13]1([C:16]([NH:18][C:2]2[CH:3]=[C:4]([CH:9]=[CH:10][N:11]=2)[C:5]([O:7][CH3:8])=[O:6])=[O:17])[CH2:15][CH2:14]1

Participants

Reactant 2

HCID 2736842Methyl 2-chloropyridine-4-carboxylate

HCID 130029361-Methylcyclopropanecarboxamide

Product 1

HCID 67510645Methyl 2-(1-methylcyclopropanecarboxamido)isonicotinateYield 86%

Procedure

The title compound is prepared in 86% yield (0.30 g, a white solid) from methyl 2-chloroisonicotinate (0.25 g, 1.46 mmol) and 1-methylcyclopropanecarboxamide by the similar manner in Step-1 of Carboxylic acid-4.

Sources & evidence

ORD record: ord-651c8977760c49339621136fffc3dbac
Source dataset: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09302991B2

Reaction notes

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