Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Allylamine | HCID 7853 | — |
| Reactant | HCID 18326507 | HCID 18326507 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18326530 | HCID 18326530 | 90.6% |
Reaction Steps
In 6 ml of DMF, 500 mg (2.1 mmol) of 2,4-dichloro-7-etylthieno[3,2-d]pyrimidine was dissolved, and then 269 mg (4.7 mmol) of allylamine was added dropwise thereto 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 1 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 483 mg (yield: 88.8%) 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-988f08d9255a4e5aa6ad4f5df3d9e1a7 |
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| Source note | uspto-grants-2002_01 |
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