HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Ammonia
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-Carbobenzyloxy-3-phenyl-3-(2-methanesulfonyloxyethyl)pyrrolidine | HCID 18465104 | — |
| Reactant | 4-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl) [1,4]diazepane hydriodic acid salt | HCID 86583887 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Ammonia | HCID 222 | 1% |
| Product | 1-carbobenzyloxy-3-(2-(4-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)[1,4]diazepan-1-yl) ethyl)-3-phenylpyrrolidine | HCID 18464834 | — |
Reaction Steps
Combine 1-carbobenzyloxy-3-phenyl-3-(2-methanesulfonyloxyethyl)pyrrolidine (10.2 g, 25.3 mmol), (1.34 g, 2.5 mmol), 4-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)[1,4]diazepane hydriodic acid salt (16.5 g, 30.4 mmol), and N,N-diisopropylethylamine (18 mL, 101 mmol) in acetonitrile (300 mL). Heat to reflux. After 18 hours, evaporate in vacuo to give a residue. Chromatograph the residue on silica gel eluting with 1/6 containing 1% concentrated aqueous ammonia to give 1-carbobenzyloxy-3-(2-(4-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)[1,4]diazepan-1-yl) ethyl)-3-phenylpyrrolidine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06423704B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-a13c818a818c47e69bdc5599edcbee93 |
| Source note | uspto-grants-2002_07 |