HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → Ammonia
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 2-Bromoacetamide | HCID 69632 | — |
| Reactant | (2S)-1-(1,3-benzoxazol-2-yl)-N2-[(3S)-pyrrolidin-3-yl]-2-piperidinecarboxamide | HCID 57068119 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Ammonia | HCID 222 | — |
| Product | (2S)-N2-[(3S)-1-((aminocarbonyl)methyl)pyrrolidin-3-yl]-1-(1,3-benzoxazol-2-yl)-2-piperidinecarboxamide | HCID 57103398 | — |
Reaction Steps
The title compound was prepared by a similar method to Example 5 from (2S)-1-(1,3-benzoxazol-2-yl)-N2-[(3S)-pyrrolidin-3-yl]-2-piperidinecarboxamide [see Example 4] and 2-bromoacetamide. The crude product was purifies by column chromotography on silica gel eluting with a solvent gradient of 93:7:1, changing to 90:10:1, by volume, dichloromethane:methanol:0.88 aqueous ammonia solution to afford (2S)-N2-[(3S)-1-((aminocarbonyl)methyl)pyrrolidin-3-yl]-1-(1,3-benzoxazol-2-yl)-2-piperidinecarboxamide as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06562964B1 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-f79c04ce761b470d93e47927453ad33b |
| Source note | uspto-grants-2003_05 |