HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-butyl N-(4-pyrrolidin-1-ylcyclohexyl)carbamate → Cyclohexanamine, 4-(1-pyrrolidinyl)-, trans-(9CI)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-butyl N-(4-pyrrolidin-1-ylcyclohexyl)carbamate | HCID 21882609 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | Cyclohexanamine, 4-(1-pyrrolidinyl)-, trans-(9CI) | HCID 21882596 | 74% |
Reaction Steps
tert-butyl N-(4-pyrrolidin-1-ylcyclohexyl)carbamate (Intermediate 238; 222 mg, 0.83 mmol) was taken up in DCM (1.5 mL) and TFA (1 mL). The reaction mixture was stirred at ambient temperature for 3 hours, poured directly onto an SCX-3 cartridge (2 g), pre-wet with DCM. The cartridge was washed through with DCM (10 mL), followed by methanol (30 mL) and then eluted with 2M ammonia in Methanol (25 mL). Evaporation to dryness of the ammoniacal solution yielded the title compound as an amber coloured oil (103 mg, 74%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07709471B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-e58a8e05d0fa4b629029aa8b580a8f41 |
| Source note | uspto-grants-2010_05 |