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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1179948Generated: October 31, 2026

Water → Methyl-phenyl-carbamic acid 5-(4-methoxy-benzoylamino)-pyridin-2-yl ester

https://huagongshe.com/reaction/1179948

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDabcoHCID 9237—
ReactantCarbamic chloride, N-methyl-N-phenyl-HCID 77969—
ReactantHCID 178491588HCID 178491588—
SolventDimethylformamideHCID 6228—
SolventHeptaneHCID 8900—
ProductMethyl-phenyl-carbamic acid 5-(4-methoxy-benzoylamino)-pyridin-2-yl esterHCID 6951909157.2%

Reaction Steps

A solution of N-(6-hydroxy-pyridin-3-yl)-4-methoxy-benzamide (1.22 g, 5.00 mmol), N-methyl-N-phenylcarbamoyl chloride (0.85 g, 5.00 mmol) and 1,4-diazabicyclo[2,2,2]octane (0.56 g, 5.00 mmol) in dimethylformamide (20 mL) was stirred at room temperature for 2 hours. Water (100 mL) was added. The solids were isolated by suction and washed with water. Crystallisation from ethyl acetate:heptane yielded the title compound (1.08 g, 57% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07279470B2
Source datasetuspto-grants-2007_10
ORD IDord-200edd488b2a4c1193fc1f0422c8e37b
Source noteuspto-grants-2007_10