HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 87158406, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 3,3,3-Trifluoropropionic acid | HCID 2777972 | — |
| Reactant | HCID 87158396 | HCID 87158396 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 87158406 | HCID 87158406 | 64.9% |
Reaction Steps
The mixture of 1-[5-(aminomethyl)-6-bromopyridin-2-yl]-3-[3,5-bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-2-ol (90 mg), 3,3,3-trifluoropropionic acid (31 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (62 mg), dichloromethane (10 ml) and a catalytic amount of 4-dimethylaminopyridine was stirred overnight at room temperature. Upon the completion of the reaction, the solvent was distilled off and the residue was purified by silica gel chromatography to obtain N-[(6-{3-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxy-3-(trifluoromethyl)pyrrolidin-1-yl}-2-bromopyridin-3-yl)methyl]-3,3,3-trifluoropropanamide (70 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09375000B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-8dde0f729966453a9df056ea755507ed |
| Source note | uspto-grants-2016_06 |