Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Aminopiperidine | HCID 16658 | — |
| Reactant | 2,4-Dichloro-7-methylthieno(3,2-d)pyrimidine | HCID 7147064 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18326457 | HCID 18326457 | 59.6% |
Reaction Steps
In DMF (N,N-dimethylformamide) was dissolved 700 mg (3.4 mmol) of 2,4-dichloro-7-methylthieno[3,2-d]pyrimidine, and then a solution of 751 mg (7.5 mmol) of 1-aminopiperidine was added dropwise to the resulting solution under ice cooling over 5 minutes. The reaction solution was stirred at 0° C. for one hour and then allowed to resume room temperature, followed by stirring for further one hour. After completion of the reaction, ice go water was added to the reaction mixture, followed by extraction with ethyl acetate (50 ml×3). After the organic layer was washed successively with 1N hydrochloric acid, water and brine and dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane=1/8) to give 573 mg (yield: 59.4%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06339089B2 |
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| Source dataset | uspto-grants-2002_01 |
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| ORD ID | ord-efe80f5c5f6e4be181ccbc898116ded5 |
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| Source note | uspto-grants-2002_01 |
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