HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → 5,11-Dihydro-11-[7-(1-piperidinyl)heptyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5,11-dihydro-5-(phenylmethyl)-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one | HCID 20062480 | — |
| Reactant | 1-Bromo-7-(1-piperidinyl)-heptane | HCID 20062519 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5,11-Dihydro-11-[7-(1-piperidinyl)heptyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one | HCID 20062498 | 17% |
Reaction Steps
Prepared analogously to Example 18 by reacting 5,11-dihydro-5-(phenylmethyl)-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one with 1-bromo-7-(1-piperidinyl)-heptane in the presence of sodium hydride and dimethylformamide and subsequent acidolytic cleaving of the phenylmethyl group by heating with 80% polyphosphoric acid in the presence of phenol. Yield: 17% of theory. Colourless crystals m.p. 118°-120° C. (after recrystallisation from diisopropyl ether and cyclohexane).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05006522 |
| Source dataset | uspto-grants-1991_04 |
| ORD ID | ord-0b1b7d16f05945d391bb48a26afb1038 |
| Source note | uspto-grants-1991_04 |