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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 888941Generated: October 30, 2026

1,2-Dichloroethane → HCID 24936349, compound

https://huagongshe.com/reaction/888941

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantTriethylamineHCID 8471—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2-Piperazinylpyrimidine dihydrochlorideHCID 11680272—
Reactant2-Chloro-4-morpholinothieno[3,2-d]pyrimidine-6-carbaldehydeHCID 45789985—
SolventAcetic AcidHCID 176—
SolventDichloromethaneHCID 6344—
ProductHCID 24936349HCID 24936349—

Reaction Steps

A mixture of 1-(2-pyrimidyl)piperazine dihydrochloride (0.218 g), 2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidine-6-carbaldehyde (0.20 g) and triethylamine (0.28 ml) in 1,2-dichloroethane (3 ml) was stirred for 1 hour. Acetic acid (0.040 ml) and sodium triacetoxyborohydride (0.195 g) were then added. After stirring for 24 hours the reaction mixture was diluted with dichloromethane, washed with sodium bicarbonate solution, dried (MgSO4) and the solvent removed in vacuo. The residue was purified by flash chromatography to 2-chloro-4-morpholin-4-yl-6-(4-pyrimidin-2-yl-piperazin-1-ylmethyl)-thieno[3,2-d]pyrimidine (0.115 g). 2-(1H-Indol-4-yl)-4-morpholin-4-yl-6-(4-pyrimidin-2-yl-piperazin-1-ylmethyl)-thieno[3,2-d]pyrimidine was prepared using the standard Suzuki coupling.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08252792B2
Source datasetuspto-grants-2012_08
ORD IDord-b610ff3a186e49e5bc965356d729c312
Source noteuspto-grants-2012_08