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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532474Generated: October 25, 2026

Ammonium Hydroxide → 7-Bromo-4-[4-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-piperidin-1-yl]-thieno[3,2-d]pyrimidine

https://huagongshe.com/reaction/532474

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium HydroxideHCID 14923—
ReactantDiisopropylethylamineHCID 81531—
Reactant7-Bromo-4-chlorothieno[3,2-d]pyrimidineHCID 16655266—
Reactant4-(3-(Propan-2-yl)-1,2,4-oxadiazol-5-yl)piperidineHCID 24208845—
SolventIsopropanolHCID 3776—
Product7-Bromo-4-[4-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-piperidin-1-yl]-thieno[3,2-d]pyrimidineHCID 6829939061.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

7-bromo-4-chlorothieno[3,2-d]pyrimidine (100 mg) was added to isopropyl alcohol (3 mL), and 4-(3-isopropyl-[1,2,4]-oxadiazol-5-yl)piperidine (100 mg) and diisopropylethylamine (200 μL) were further added thereto. The reaction mixture was stirred at 100° C. for 12 hours. Then, the reaction mixture was mixed with saturated ammonium hydroxide solution and extracted twice with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain a foamy residue. The residue was crystallized in the presence of diethyl ether to obtain the title compound (100 mg) as a whitish solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853213B2
Source datasetuspto-grants-2014_10
ORD IDord-5eb4980247e24944baaa66c8fdd70aa6
Source noteuspto-grants-2014_10