Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 54219737 | HCID 54219737 | — |
| Product | HCID 70092318 | HCID 70092318 | 82% |
Reaction Steps
2.4 ml (13.8 mmol) of N-ethyldiisopropylamine and 0.67 ml (8 mmol) of allyl bromide were added to a solution of 685 mg (2 mmol) of (S)-1-(3-aminomethyl-1,2,4-oxadiazol-5-yl)-10,11,12,12a-tetrahydro-8H-imidazo[5,1-c]pyrrolo[1,2-a]thieno[3,2-e][1,4]diazepin-8-one in 20 ml of methylene chloride and the mixture was stirred at room temperature for 20 hours. The reaction solution was subsequently diluted with methylene chloride and washed three times with water. The organic phases were dried over magnesium sulfate, filtered and evaporated. The residue obtained was chromatographed (silica gel, methylene chloride/methanol/aqueous ammonia 200:10:1). There were obtained 693 mg (82%) of (S)-1-(5-diallylaminomethyl-1,2,4-oxadiazol-5-yl)-10,11,12,12a-tetrahydro-8H-imidazo[5,1-c]pyrrolo[1,2-a]thieno[3,2-e][1,4]diazepin-8-one as a colourless foam, Rf=0.32 (silica gel, methylene chloride/methanol/aqueous ammonia 200:10:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05665718 |
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| Source dataset | uspto-grants-1997_09 |
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| ORD ID | ord-2143986a583248eaa2990706ac2c887a |
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| Source note | uspto-grants-1997_09 |
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