HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3S)-(+)-1-Benzyl-3-aminopyrrolidine → Ammonia
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3S)-(+)-1-Benzyl-3-aminopyrrolidine | HCID 1519353 | — |
| Reactant | (2S)-1-[1-(tert-butoxycarbonyl)-1H-1,3-benzimidazol-2-yl]-2-piperidinecarboxylic acid | HCID 59063201 | — |
| Product | Ammonia | HCID 222 | — |
| Product | 1,3,4,1 2a-tetrahydropyrido[1',2':3,4]imidazo[1,2-a][1,3]benzimidazol-12(2H)-one | HCID 18538382 | — |
Reaction Steps
The title compound was prepared by a similar method to Example 1 from (2S)-1-[1-(tert-butoxycarbonyl)-1H-1,3-benzimidazol-2-yl]-2-piperidinecarboxylic acid [see Preparation 48] and (3S)-1-benzylpyrrolidin-3-ylamine. The crude product was purified by column chromatography on silica gel eluting with a solvent gradient of 70:30 changing to 50:50, by volume, hexane:ethyl acetate followed by 90:10:1, dichloromethane:methanol: 0.88 ammonia to afford 1,3,4,1 2a-tetrahydropyrido[1′,2′:3,4]imidazo[1,2-a][1,3]benzimidazol-12(2H)-one as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06372736B1 |
| Source dataset | uspto-grants-2002_04 |
| ORD ID | ord-dc35efed3dfb462c816d8c1c4b530f5e |
| Source note | uspto-grants-2002_04 |