Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 10-{[2'-(Cyanomethyl)-1,1'-biphenyl-4-yl]carbonyl}-N-(pyridin-3-ylmethyl)-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-3-carboxamide | HCID 15951705 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 178523020 | HCID 178523020 | 79.2% |
Reaction Steps
A mixture of 0.537 g (0.001 mol) of 10-{[2′-(cyanomethyl)-1,1′-biphenyl-4-yl]carbonyl}-N-(pyridin-3-ylmethyl)-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-3-carboxamide of Example 17, 0.32 g (0.005 mole) of sodium azide and 0.26 g (0.005 mole) of ammonium chloride in 20 mL of dimethyl sulfoxide was heated with stirring at 50° C. for three hours. The reaction mixure was poured into 100 mL of water, and the precipitated crude product was subjected to chromatographic purification giving 0.46 g of title compound, m.p. 164-167° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07678787B2 |
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| Source dataset | uspto-grants-2010_03 |
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| ORD ID | ord-df9b8dd357c94d84bfd75d29e59cd26e |
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| Source note | uspto-grants-2010_03 |
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