HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → (S)-5,10-Dihydro-5-[[2-[(4-methyl-1-piperazinyl)methyl]-1-pyrrolidinyl]-acetyl]-11H-dibenzo[b,e][1,4]diazepin-11-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 5-(chloroacetyl)-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one | HCID 10085419 | — |
| Reactant | 1-Methyl-4-[(2S)-pyrrolidin-2-ylmethyl]piperazine | HCID 13275116 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | HCID 69163855 | HCID 69163855 | — |
| Product | (S)-5,10-Dihydro-5-[[2-[(4-methyl-1-piperazinyl)methyl]-1-pyrrolidinyl]-acetyl]-11H-dibenzo[b,e][1,4]diazepin-11-one | HCID 13578587 | — |
Reaction Steps
The title compound is prepared analogously to Example 31 from 5-(chloroacetyl)-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one and (S)-(+)-2-[(4-methyl-1-piperazinyl)methyl]pyrrolidine to give colorless crystals, mp. 168°-170° C. (ethyl acetate). [α]D20 =-18.9° C. (ethanol). RF 0.33 (Merck ready-made TLC plates, silica gel 60 F-254; eluant: dichloromethane/methanol/cyclohexane/conc. ammonia [120:24:30:2]). A second isomer (RF 0.30) can be detected in the mother liquors by thin layer chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04550107 |
| Source dataset | uspto-grants-1985_10 |
| ORD ID | ord-25c86d84b8c54f70956b41e13059e4d3 |
| Source note | uspto-grants-1985_10 |