Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dipropylamine | HCID 8902 | — |
| Reactant | HCID 54273189 | HCID 54273189 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 54508587 | HCID 54508587 | 85% |
Reaction Steps
A suspension of 1.30 g (3.33 mmol) of (S)-8-chloro-1-(5-chloromethyl-1,3,4-oxadiazol-2-yl)-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one in 10 ml of N,N-dimethylformamide was treated with 1.7 g (0.017 mol) of dipropylamine. After stirring at room temperature for 20 hrs. and at 80° C. for 4 hrs. the solution obtained was completely freed from the solvents. The residue was chromatographed over silica gel with methylene chloride/methanol 39:1 as the eluent. The product was recrystallized from ether. There were obtained 1.27 g (85%) of (S)-8-chloro-1-(5-dipropylaminomethyl-1,3,4-oxadiazol-2-yl)-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1- c][1,4]benzodiazepin-9-one as white crystals; m.p. 158°-160° and [a]D20 =48.8° (CH2Cl2, c=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-00cd0bb589364690887e114ee85fc2c1 |
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| Source note | uspto-grants-1997_09 |
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