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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 70113Generated: October 29, 2026

Sodium Hydroxide → 4-{4-[4-(3-chloro-phenylamino)-5-oxo-6,7-dihydro-5H-5lambda4-thieno[3,2-d]pyrimidin-2-yl]-piperazin-1-yl}-benzoic acid

https://huagongshe.com/reaction/70113

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactantethyl 4-{4-[4-(3-chloro-phenylamino)-5-oxo-6,7-dihydro-5H-5lambda4-thieno[3,2-d]pyrimidin-2-yl]-piperazin-1-yl}-benzoateHCID 59708453—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product4-{4-[4-(3-chloro-phenylamino)-5-oxo-6,7-dihydro-5H-5lambda4-thieno[3,2-d]pyrimidin-2-yl]-piperazin-1-yl}-benzoic acidHCID 5970838459.8%

Reaction Steps

6.90 g ethyl 4-{4-[4-(3-chloro-phenylamino)-5-oxo-6,7-dihydro-5H-5λ4-thieno[3,2-d]pyrimidin-2-yl]-piperazin-1-yl}-benzoate and 70 ml of 1 molar sodium hydroxide solution are placed in 40 ml of methanol and 40 ml of tetrahydrofuran, then refluxed for 1.5 hours with stirring. The resulting solution is evaporated down, the residue is cooled and acidified slightly with 2 molar hydrochloric acid. The precipitate formed is suction filtered, washed and dried. The substance is stirred with ethyl acetate/methanol 9:1, suction filtered and dried. 3.90 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-c2dadef55a594e03ad88d4a913839656
Source noteuspto-grants-2014_09