Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 70112Generated: October 26, 2026

Water → ethyl 4-{4-[4-(3-chloro-phenylamino)-5-oxo-6,7-dihydro-5H-5lambda4-thieno[3,2-d]pyrimidin-2-yl]-piperazin-1-yl}-benzoate

https://huagongshe.com/reaction/70112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
ReactantEthyl 4-(piperazin-1-yl)benzoateHCID 2761178—
Reactant(2-chloro-5-oxo-6,7-dihydro-5H-5lambda4-thieno[3,2-d]pyrimidin-4-yl)-(3-chloro-phenyl)-amineHCID 59708482—
Solvent1,4-DioxaneHCID 31275—
Productethyl 4-{4-[4-(3-chloro-phenylamino)-5-oxo-6,7-dihydro-5H-5lambda4-thieno[3,2-d]pyrimidin-2-yl]-piperazin-1-yl}-benzoateHCID 5970845377.8%

Reaction Conditions

Temperature160 °C

Reaction Steps

5.44 g (2-chloro-5-oxo-6,7-dihydro-5H-5λ4-thieno[3,2-d]pyrimidin-4-yl)-(3-chloro-phenyl)-amine (prepared from 2,4-dichloro-6,7-dihydro-thieno[3,2-d]pyrimidine and 3-chloroaniline as described in Example 28, see scheme 2), 8.00 g ethyl 4-piperazin-1-yl-benzoate and 4.80 ml diisopropylethylamine are placed in 54 ml dioxane, then heated to 160° C. in the microwave for 0.7 hours. Then the reaction mixture is cooled and mixed with water. The precipitate formed is suction filtered and stirred with petroleum ether/ethyl acetate 1:1, suction filtered and dried. 6.90 g of the product are obtained as a powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822474B2
Source datasetuspto-grants-2014_09
ORD IDord-94ff7294f917406789c86a1d7cd85564
Source noteuspto-grants-2014_09