HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (RS)-N-(2,3-Dihydro-1-(2-hydroxyethyl)-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)-1H-indole-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-(RS)-Amino-1,3-dihydro-1-(2-hydroxyethyl)-5-phenyl-2H-1,4-benzodiazepin-2-one | HCID 10357145 | — |
| Reactant | 1H-indole-2-carbonyl Chloride | HCID 11816208 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (RS)-N-(2,3-Dihydro-1-(2-hydroxyethyl)-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)-1H-indole-2-carboxamide | HCID 14800306 | — |
Reaction Steps
3-(RS)-Amino-1,3-dihydro-1-(2-hydroxyethyl)-5-phenyl-2H-1,4-benzodiazepin-2-one (69.0 mg, 0.234 mmole), indole-2-carbonyl chloride (43.1 mg, 0.240 mmole) and triethylamine (33.3 μl, 0.240 mmole) were combined in CH2Cl2 (3 ml). The reaction was stirred for 10 minutes at room temperature then chromatographed on silica gel (14% acetone in CH2Cl2). The product fractions were combined and evaporated to dryness in vacuo. The residue was triturated with Et2O to yield the title compound: (m.p. 160°-171° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05324726 |
| Source dataset | uspto-grants-1994_06 |
| ORD ID | ord-b93e0f6143c549ad880e2ec3ba37dacd |
| Source note | uspto-grants-1994_06 |