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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 7-Bromo-4-chlorothieno[3,2-d]pyrimidine | HCID 16655266 | — |
| Reactant | 4-(3-(Propan-2-yl)-1,2,4-oxadiazol-5-yl)piperidine | HCID 24208845 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 7-Bromo-4-[4-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-piperidin-1-yl]-thieno[3,2-d]pyrimidine | HCID 68299390 | 61.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08853213B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-5eb4980247e24944baaa66c8fdd70aa6 |
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| Source note | uspto-grants-2014_10 |
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