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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1179931Generated: November 2, 2026

Water → HCID 69520328, compound

https://huagongshe.com/reaction/1179931

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDabcoHCID 9237—
ReactantCarbamic chloride, N-methyl-N-phenyl-HCID 77969—
ReactantHCID 178445144HCID 178445144—
SolventTetrahydrofuranHCID 8028—
SolventHeptaneHCID 8900—
ProductHCID 69520328HCID 6952032879.1%

Reaction Steps

A solution of N-(6-hydroxy-pyridin-3-yl)-3,3-dimethyl-butyramide (0.42 g, 2.00 mmol), N-methyl-N-phenylcarbamoyl chloride (0.37 g, 2.20 mmol) and 1,4-diazabicyclo[2,2,2]octane (0.25 g, 2.20 mmol) in tetrahydrofuran (20 mL) was stirred at room temperature for 2.5 hours. Water was added and the solution was extracted three times with dichloromethane. The combined organic layers were dried over sodium sulphate, filtered and evaporated in vacuo. The residue was redissolved in ethyl acetate and the solution was filtered over a short pad of silicagel. Evaporation of the solvent and crystallisation of the solid from ethyl acetate:heptane yielded the title compound (0.54 g, 79% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07279470B2
Source datasetuspto-grants-2007_10
ORD IDord-17b24aa2297e4281a8f500637c933300
Source noteuspto-grants-2007_10