HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methyl-5-phenylpentan-2-amine → Ethyl 3-(3-{(1S)-2-[(1,1-dimethyl-4-phenylbutyl)amino]-1-hydroxyethyl}-4,5-difluorophenyl)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methyl-5-phenylpentan-2-amine | HCID 12250014 | — |
| Reactant | Ethyl 3-{3,4-difluoro-5-[(2S)-2-oxiranyl]phenyl}propanoate | HCID 57470574 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 3-(3-{(1S)-2-[(1,1-dimethyl-4-phenylbutyl)amino]-1-hydroxyethyl}-4,5-difluorophenyl)propanoate | HCID 24957327 | 78% |
Reaction Steps
A solution of ethyl 3-{3,4-difluoro-5-[(2S)-2-oxiranyl]phenyl}propanoate (11.07 g, 43.2 mmol) and (1,1-dimethyl-4-phenylbutyl)amine (7.68 g, 43.4 mmol) in ethanol (50 mL) was heated at 70° C. for 36 h. The reaction was concentrated and purified by column chromatography (0-90% ethyl acetate:hexane) afforded the desired product (14.54 g, 78%). MS (m/z): 434.2 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902394B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-9604c7d34436482089b682d9b7be579a |
| Source note | uspto-grants-2011_03 |