HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-isopropyl-5H-dibenzo[b,e][1,4]diazepin-11-ylamine → (S)-2-Isopropyl-11-[3-(2-methoxy-ethyl)-piperazin-1-yl]-5H-dibenzo[b,e][1,4]diazepine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-isopropyl-5H-dibenzo[b,e][1,4]diazepin-11-ylamine | HCID 21093485 | — |
| Reactant | (S)-2-(2-Methoxyethyl)piperazine | HCID 55287560 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | (S)-2-Isopropyl-11-[3-(2-methoxy-ethyl)-piperazin-1-yl]-5H-dibenzo[b,e][1,4]diazepine | HCID 10249082 | 76.9% |
| Product | Ammonia methanol | HCID 21705897 | — |
Reaction Steps
Combine 2-Isopropyl-5H-dibenzo[b,e][1,4]diazepin-11-ylamine (0.969 g, 3.85 mmol) and (S)-2-(2-methoxy-ethyl)-piperazine (0.556 g, 3.85 mmol) in NMP (7.0 mL) and heat at 200° C. for 4 hours. Cool to ambient temperature and dilute with water. Extract with ethyl acetate to give 1.51 g of the crude product. Silica gel chromatography, eluting with methylene chloride: 2N NH3/methanol (100:4), gives 0.560 g of the title compound as a tan solid: mp=158-160° C.; mass spectrum (ion spray): m/z=379 (M+1); Analysis for C23H30N4O(0.2H2O): calcd: C, 72.29; H, 8.02; N, 14.66; found: C, 72.20; H, 7.70; N, 14.60.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07384934B2 |
| Source dataset | uspto-grants-2008_06 |
| ORD ID | ord-f0efd4b5b683445b99098a110d165b32 |
| Source note | uspto-grants-2008_06 |