HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → tert-butyl (1S,3S)-3-{[difluoro(4-methylphenyl)acetyl]amino}cyclopentylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Ethyl 2,2-difluoro-2-(p-tolyl)acetate | HCID 14888699 | — |
| Reactant | tert-Butyl N-((1S,3S)-3-aminocyclopentyl)carbamate | HCID 45091937 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | tert-butyl (1S,3S)-3-{[difluoro(4-methylphenyl)acetyl]amino}cyclopentylcarbamate | HCID 59834916 | 42% |
Reaction Steps
A solution of tert-butyl [(1S,3S)-3-aminocyclopentyl]carbamate (1.36 g, 6.8 mmol) and ethyl difluoro(4-methylphenyl)acetate (1.45 g, 6.8 mmol) in EtOH (5 mL) was stirred at reflux for 16 h. The solution was cooled to rt. whereupon it solidified. Et2O (6 mL) and hexane (3 mL) were added and the mixture was stirred for 3 h and the solids collected by filtration, rinsing with Et2O (2 mL), and dried to give the title compound (1.051 g) as a solid; MS=313.4 (M+1-isobutylene).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07452893B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-e8e34dd190884ddc986aaa8d68156ca6 |
| Source note | uspto-grants-2008_11 |