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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 267730Generated: October 31, 2026

Triethylamine → 1-(5-Coumaranyl carbonyl)-4-(2-pyrimidinyl) piperazine

https://huagongshe.com/reaction/267730

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-(2-Pyrimidinyl)piperazineHCID 88747—
Reactant2,3-Dihydro-1-benzofuran-5-carbonyl chlorideHCID 2776153—
SolventTetrahydrofuranHCID 8028—
Product1-(5-Coumaranyl carbonyl)-4-(2-pyrimidinyl) piperazineHCID 4580967377.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 8.2 g of 1-(2-pyrimidinyl)-piperazine and 5g of anhydrous triethylamine in 200 ml of anhydrous tetrahydrofuran, there were added dropwise a solution of 9.1 g of 5-coumaranyl carboxylic acid chloride in 20 ml of tetrahydrofuran. After the completion of the addition, the reaction mixture was heated at 60° C for 2 hours, then the so-formed precipitate was suction-filtered off. The filtrate was evaporated under reduced pressure and the crystalline residue was washed with water then recrystallized in 70 ml of ethanol. There were obtained 12 g of 1-(5-coumaranyl carbonyl)-4-(2-pyrimidinyl) piperazine, melting (K) at 149°-150° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03944551
Source datasetuspto-grants-1976_03
ORD IDord-f0d9b2d8e54b4adf9aafc3345031bbac
Source noteuspto-grants-1976_03