HuagongsheHuagongshe Chemistry Print Report · For research reference only
methyl (2E)-3-{2-[(1R)-1-({(2R)-3-[(2S)-2-(3-fluoro-4-methylbenzyl)pyrrolidin-1-yl]-2-hydroxypropyl}oxy)ethyl]phenyl}prop-2-enoate → Methyl 3-{2-[(1R)-1-({(2R)-3-[(2S)-2-(3-fluoro-4-methylbenzyl)pyrrolidin-1-yl]-2-hydroxypropyl}oxy)ethyl]phenyl}propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | methyl (2E)-3-{2-[(1R)-1-({(2R)-3-[(2S)-2-(3-fluoro-4-methylbenzyl)pyrrolidin-1-yl]-2-hydroxypropyl}oxy)ethyl]phenyl}prop-2-enoate | HCID 58580652 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Methyl 3-{2-[(1R)-1-({(2R)-3-[(2S)-2-(3-fluoro-4-methylbenzyl)pyrrolidin-1-yl]-2-hydroxypropyl}oxy)ethyl]phenyl}propanoate | HCID 58581208 | 90% |
Reaction Steps
A solution of methyl (2E)-3-{2-[(1R)-1-({(2R)-3-[(2S)-2-(3-fluoro-4-methylbenzyl)pyrrolidin-1-yl]-2-hydroxypropyl}oxy)ethyl]phenyl}prop-2-enoate (127 mg, 0.28 mmol), which had been obtained in Example 1 (1f), in ethanol (2.8 mL) was added with 10% palladium-carbon (wet, 50 wt %, 63 mg), and hydrogenated under atmospheric pressure for 3 hours. The reaction solution was filtered through Celite and washed with ethanol. The solvent was distilled off under reduced pressure to give the title compound as a colorless oily substance (115 mg, yield 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08173631B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-9f1906de5e60493bb69953cc6d135b1f |
| Source note | uspto-grants-2012_05 |