Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 564236Generated: October 26, 2026

1,1'-Carbonyldiimidazole → Methyl 6-(2-amino-3-carbamoylphenylcarbamoyl)nicotinate

https://huagongshe.com/reaction/564236

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant5-(Methoxycarbonyl)pyridine-2-carboxylic acidHCID 314992—
Reactant2,3-DiaminobenzamideHCID 10487029—
SolventPyridineHCID 1049—
SolventDimethylformamideHCID 6228—
ProductMethyl 6-(2-amino-3-carbamoylphenylcarbamoyl)nicotinateHCID 66759270—

Reaction Steps

A solution of 5-(methoxycarbonyl)picolinic acid (3.33 g, 18.4 mmol) in a mixture of pyridine (20 mL) and N,N-dimethylformamide (35 mL) was treated with 1,1′-carbonyldiimidazole (3.28 g, 20.2 mmol) at 45° C. for 2 hours. After cooling, 2,3-diaminobenzamide (HCl salt) (4.12 g, 18.4 mmol) was added and the mixture stirred at room temperature overnight. The mixture was concentrated and the residue used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067613B2
Source datasetuspto-grants-2011_11
ORD IDord-aa85998bb25d40529f7b57a02a3e4f6e
Source noteuspto-grants-2011_11