Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pentylamine | HCID 8060 | — |
| Reactant | 2,4-Dichloro-7-methylthieno(3,2-d)pyrimidine | HCID 7147064 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18326496 | HCID 18326496 | 91.4% |
Reaction Steps
In DMF was dissolved 700 mg (3.2 mmol) of 2,4-dichloro-7-methylthieno[3,2-d]pyrimidine, and then an aqueous solution of 654 mg (7.5 mmol) of pentylamine was added dropwise to the resulting solution under ice cooling over 5 minutes. The reaction mixture was stirred at 0° C. for one hour and then allowed to resume room temperature, followed by stirring for one hour. After completion of the reaction, ice 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=1/10) to give 788 mg (yield: 91.4%) 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-335792f2a55b46578e59a7577a794022 |
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| Source note | uspto-grants-2002_01 |
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