HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-[(3S)-3-Amino-1-pyrrolidinyl]-N-(cyclohexylmethyl)-5-quinolinecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-[(3S)-3-Amino-1-pyrrolidinyl]-6-chloro-N-(cyclohexylmethyl)-5-quinolinecarboxamide | HCID 11176669 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-[(3S)-3-Amino-1-pyrrolidinyl]-N-(cyclohexylmethyl)-5-quinolinecarboxamide | HCID 59768620 | 54.9% |
Reaction Steps
A suspension of 2-[(5)-3-amino-1-pyrrolidinyl]-6-chloro-N-(cyclohexylmethyl)-5-quinolinecarboxamide (Example 44) (0.10 g) and triethylamine (0.04 mL) in ethanol (20 mL) was treated with 5% palladium on charcoal (0.05 g) and stirred under 2 atmospheres of hydrogen at ambient temperature for 16 hours. The reaction mixture was filtered through Celite and the liquors concentrated to dryness. Recrystallisation from methanol/ethyl acetate afforded to title compound (0.05 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07408065B2 |
| Source dataset | uspto-grants-2008_08 |
| ORD ID | ord-1e3c83ef95674670a963ca4b506939f5 |
| Source note | uspto-grants-2008_08 |