Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Borane,N-dimethylmethanamine (1:1) | HCID 6327651 | — |
| Reactant | HCID 53665039 | HCID 53665039 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 70294436 | HCID 70294436 | 85.8% |
Reaction Steps
To a solution of 2.04 g (5.6 mmoles) 1-(3,4-dimethoxystyryl)-4-methyl-7,8-methylenedioxy-5H-2,3-benzodiazepine in 40 ml of anhydrous dichloromethane 1.0 ml (8.4 mmoles) of borotrifluoride etherate is added under cooling with tap water, and 0.45 g (6.16 mmoles) of borane trimethylamine complex is added to it. The reaction mixture is stirred at 25° C. for 0.5 hour, and then 30 ml of 10% aqueous sodium carbonate solution are dropped to it under cooling with tap water, and the mixture is stirred further for 1 hour. The organic phase is separated, washed four times with 30 ml each of distilled water, dried and evaporated. The crystalline residue is suspended in 10 ml of ethanol, filtered, washed three times with 1 ml each of ethanol and dried at a temperature between 80° C. and 100° C. Thus 1.76 g of the desired product is obtained. M.p.: 166-168° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06075018 |
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| Source dataset | uspto-grants-2000_06 |
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| ORD ID | ord-3ff0578575284240b3401a3d79449d81 |
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| Source note | uspto-grants-2000_06 |
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