HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1250642Generated: October 26, 2026
Butylamine → 4-Butylamino-2-chloro-7-methylthieno[3,2-d]pyrimidine
https://huagongshe.com/reaction/1250642
Participants
| Role | Name | HCID | Charge |
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| Reactant | Butylamine | HCID 8007 | — |
| Reactant | 2,4-Dichloro-7-methylthieno(3,2-d)pyrimidine | HCID 7147064 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Butylamino-2-chloro-7-methylthieno[3,2-d]pyrimidine | HCID 18326389 | 85.4% |
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 548 mg (7.5 mmol) of butylamine 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 698 mg (yield: 85.4%) 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-2775a28143a24ca887e8603289416213 |
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| Source note | uspto-grants-2002_01 |
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