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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 965649Generated: October 31, 2026

1-Butanol → Ethyl-2-[(2-amino-5,6,7,8-tetrahydroquinazoline-4-yl)amino]acetate

https://huagongshe.com/reaction/965649

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-ButanolHCID 263—
ReactantTriethylamineHCID 8471—
ReactantGlycine ethyl ester, hydrochlorideHCID 2723640—
Reactant4-Chloro-5,6,7,8-tetrahydroquinazolin-2-amineHCID 13707820—
SolventWaterHCID 962—
ProductEthyl-2-[(2-amino-5,6,7,8-tetrahydroquinazoline-4-yl)amino]acetateHCID 1589620272.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a mixture of 4-chloro-5,6,7,8-tetrahydroquinazoline-2-ylamine (100 mg, 0.545 mmol), triethylamine (221 mg, 2.18 mmol) and butanol (3 ml) was added glycine ethyl ester hydrochloride (152 mg, 1.10 mmol) at room temperature. After the mixture was stirred for 4 hours at 90° C., the reaction mixture was poured into water and extracted with chloroform. The organic layer was washed with saturated brine, dried over sodium sulfate, filtered and the solvent in the filtrate was removed in vacuo. The residue was purified by silica gel chromatography (3% MeOH/CHCl3) to give the object compound (98.3 mg, 72.1%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06951866B2
Source datasetuspto-grants-2005_10
ORD IDord-198e15dbd6fe4ad19f271e7a55828dfe
Source noteuspto-grants-2005_10