Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 640020Generated: October 31, 2026

(+-)-Methionine → HCID 178480343, compound

https://huagongshe.com/reaction/640020

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(+-)-MethionineHCID 876—
ReactantSodium HydroxideHCID 14798—
Reactant4-Chloro-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolineHCID 11782230—
SolventMethanesulfonic AcidHCID 6395—
ProductHCID 178480343HCID 17848034371%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 4-chloro-6-methoxy-7-[(1-methylpiperidin-4-yl)methoxy]quinazoline (see Journal of Medicinal Chemistry, 2002, 45, 1300-12, 9.8 g, 30 mmol), D,L-methionine (7.15 g, 48 mmol) and methanesulphonic acid (50 ml) was heated at 150° C. for 32 hours. The reaction mixture was allowed to cool to room temperature. The pH was adjusted to 8 with aqueous sodium hydroxide then, aqueous sodium hydrogen carbonate and concentrated to half the original volume. The resultant solid was filtered and washed with water and then dried for 16 hours at 60° C. to give 7-[(1-methylpiperidin-4-yl)methoxy]quinazoline-4,6-diol (6.16 g, 71% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07691867B2
Source datasetuspto-grants-2010_04
ORD IDord-e569a473852b4525888d54b188b54b45
Source noteuspto-grants-2010_04