Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,4-Dichloro-7-methylthieno(3,2-d)pyrimidine | HCID 7147064 | — |
| Reactant | 3-Methylbut-2-en-1-amine hydrochloride | HCID 18326564 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18326416 | HCID 18326416 | 74% |
Reaction Steps
To 10 ml of a solution of 438 mg (2.0 mmol) of 2,4-dichloro-7-metylthieno[3,2-d]pyrimidine and 445 mg (4.4 mmol) of triethylamine in DMF was added 243 mg (2.0 mmol) of 3-methyl-2-butenylamine hydrochloride under ice cooling. The reaction mixture was stirred at the same temperature for one hour and then allowed to resume room temperature, followed by stirring for further 2 hours. 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=1/4) to give 396 mg (yield: 74.0%) 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-b62227390d1943b0a44283c383fc09f3 |
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| Source note | uspto-grants-2002_01 |
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