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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 857946Generated: October 31, 2026

4-Chloro-7-methoxyquinazolin-6-yl acetate → 4-Chloro-7-methoxyquinazolin-6-ol

https://huagongshe.com/reaction/857946

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-7-methoxyquinazolin-6-yl acetateHCID 22022160—
SolventAmmoniaHCID 222—
Product4-Chloro-7-methoxyquinazolin-6-olHCID 2313247567.8%

Reaction Conditions

Temperature10 °C

Reaction Steps

6-Acetoxy-4-chloro-7-methoxyquinazoline, (Example 25-5 in WO01/66099; 10.0 g, 39.6 mmole) was added in portions to a stirred 7N methanolic ammonia solution (220 ml) cooled to 10° C. in an ice/water bath. After stirring for one hour the precipitate was filtered, washed with diethylether and dried thoroughly under high vacuum to give 4-chloro-6-hydroxy-7-methoxyquinazoline (5.65 g, 67.8%); NMR Spectrum: (DMSO d6) 3.96 (s, 3H); 7.25 (s, 1H); 7.31 (s, 1H); 8.68 (s, 1H); Mass Spectrum: (M+H)+ 211.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07148230B2
Source datasetuspto-grants-2006_12
ORD IDord-87893060c451418481a1ec7c8b638d43
Source noteuspto-grants-2006_12