Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2217277Generated: November 2, 2026

Citric Acid → HCID 15511793, compound

https://huagongshe.com/reaction/2217277

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantTriethylamineHCID 8471—
ReactantPotassium BromideHCID 253877—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant3-(Piperidin-4-yl)-3,4-dihydroquinazolin-2(1H)-oneHCID 11042597—
ReactantHCID 11148817HCID 11148817—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 15511793HCID 15511793—

Reaction Steps

A mixture of 1.0 g (4.452 mmol) of trans-2-(4-chlorobenzoyl)cyclopropanecarboxylic acid, 0.97 g (4.194 mmol) of 3,4-dihydro-3-(4-piperidinyl)-2(1H)-quinazolinone, 1.4 g (4.36 mmol) of TBTU, 0.455 mg (4.5 mmol) of triethylamine, and 20 mL of dimethylformamide was stirred for 5 hours at ambient temperature. The reaction mixture was freed from solvent in vacuo, diluted with 300 mL of water, and made slightly acidic with citric acid. The precipitate formed was suction filtered and carefully washed with water, then with 5 mL of tetrahydrofuran, and finally dried in a circulating air drier at a temperature of 60° C. 1.3 g (71% of theoretical) of a colorless crystalline product was obtained: m.p. 272° C.-273° C.; Rf 0.24 (MP A); IR (KBr): 1674.1 cm−1 (C═O); MS: M+=437/439 (Cl).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07407963B2
Source datasetuspto-grants-2008_08
ORD IDord-88787c48850b4fbf949f085decc2b1c9
Source noteuspto-grants-2008_08