Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2079326Generated: October 27, 2026

Triethylamine → 2-Hydroxy-1-(4-(2-(2-hydroxyphenyl)-7-methylquinazolin-4-yl)piperazin-1-yl)but-3-yn-1-one

https://huagongshe.com/reaction/2079326

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant2-Hydroxy-3-butynoic acidHCID 170267—
Reactant6-[7-methyl-4-(1-piperazinyl)-1H-quinazolin-2-ylidene]-1-cyclohexa-2,4-dienoneHCID 136134616—
SolventDichloromethaneHCID 6344—
Product2-Hydroxy-1-(4-(2-(2-hydroxyphenyl)-7-methylquinazolin-4-yl)piperazin-1-yl)but-3-yn-1-oneHCID 136121452—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of 2-(7-methyl-4-(piperazin-1-yl)quinazolin-2-yl)phenol (75 mg, 0.23 mmol) in 0.78 ml CH2Cl2 were added successively 2-hydroxybut-3-ynoic acid (30 mg, 0.30 mmol), BOP (134 mg, 0.30 mmol), and triethylamine (36 mg, 49 μL, 0.35 mmol). The mixture was stirred at 0° C. for 30 minutes. Purification via silica gel chromatography using 0-100% ethyl acetate/hexanes gave 2-hydroxy-1-(4-(2-(2-hydroxyphenyl)-7-methylquinazolin-4-yl)piperazin-1-yl)but-3-yn-1-one. (LC/MS: m/z 403.5 (M+H)+ at 2.34 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07928107B2
Source datasetuspto-grants-2011_04
ORD IDord-3a4891b1e1924ec8bfe2ac998739ed26
Source noteuspto-grants-2011_04