Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | HCID 86609693 | HCID 86609693 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68690301 | HCID 68690301 | 47% |
Reaction Steps
A mixture of 10-[(6-chloropyridin-3-yl)carbonyl]-N-(pyridin-3-ylmethyl)-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-3-carboxamide of Example 117 (0.100 g, 0.219 mmol) and benzylamine (0.12 mL, 1.094 mmol) was heated to 100° C. in a sealed tube for 17 hours. The cooled reaction mixture was then diluted with dichloromethane (10 mL), washed with saturated aqueous sodium bicarbonate solution (10 mL), dried over anhydrous magnesium sulfate, and concentrated in vacuo to afford a yellow semi-solid. Purification by flash chromatography using a solvent gradient of 1 to 5% methanol in dichloromethane gave a white solid that was triturated with diethyl ether to afford the title compound (0.054 g, 47%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07678787B2 |
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| Source dataset | uspto-grants-2010_03 |
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| ORD ID | ord-5f9e5d2070c84bc082480fd3255d146b |
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| Source note | uspto-grants-2010_03 |
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