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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 433211Generated: October 28, 2026

6-(Benzyloxy)pyridine-3-carboxylic acid → 3-Pyridinecarboxamide, N-(2-amino-2-oxoethyl)-6-(phenylmethoxy)-

https://huagongshe.com/reaction/433211

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-(Benzyloxy)pyridine-3-carboxylic acidHCID 277238—
ReactantGlycinamide hydrochlorideHCID 2723639—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product3-Pyridinecarboxamide, N-(2-amino-2-oxoethyl)-6-(phenylmethoxy)-HCID 10308301—

Reaction Conditions

Temperature0 °C

Reaction Steps

A mixture of 6-benzyloxy-nicotinic acid (500 mg, 2.18 mmol), glycinamide HCI (265 mg, 2.4 mmol), 4-dimethylamino pyridine (133 mg; 1.09 mmol), N-(3-dimethylamino-propyl)-N′-ethylcarbodiimide HCl (460 mg; 2.4 mmol) and methylene chloride (10 ml) was stirred at 0° C. for 1 h then at r.t. overnight. The precipitate was filtered off and washed with methylene chloride and water. The title compound was obtained as a white solid (328 mg; 53%). MS: m/e=286.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06667327B2
Source datasetuspto-grants-2003_12
ORD IDord-dbf8356fcb4e479e89232faa8c861e2d
Source noteuspto-grants-2003_12