HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-(R)-(3-(S)-((4-(3-(3,5-Difluorophenyl)propyl)piperidin-1-yl)methyl)-4-(S)-phenylpyrrolidin-1-yl)-3-(cyclobutyl)-propanoic acid, (4-methoxy)benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-(3-(3,5-Difluorophenyl)propyl)piperidine | HCID 21180614 | — |
| Reactant | 2-(r)-(3-(r)-Formyl-4-(s)-phenylpyrrolidin-1-yl)-3-(cyclobutyl)propanoic acid, 4-(methoxy)benzyl ester | HCID 53837227 | — |
| Product | 2-(R)-(3-(S)-((4-(3-(3,5-Difluorophenyl)propyl)piperidin-1-yl)methyl)-4-(S)-phenylpyrrolidin-1-yl)-3-(cyclobutyl)-propanoic acid, (4-methoxy)benzyl ester | HCID 131722802 | 59.7% |
Reaction Steps
The title compound was prepared from 19 mg (0.04 mmol) of 2-(R)-(3-(R)-formyl-4-(S)-phenylpyrrolidin-1-yl)-3-(cyclobutyl)propanoic acid, (4-methoxy)benzyl ester (from EXAMPLE 19, Step F) and 12.5 mg (0.04 mmol) of 4-(3-(3,5-difluorophenyl)propyl)piperidine.HCl (from EXAMPLE 95, Step E) using a procedure analogous to that described in EXAMPLE 1, Step J to provide 15.4 mg (53%) of the title compound: RF: 0.40 (1:1 v/v hexanes/EtOAc); 1H NMR (300 MHz) δ 1.04-3.27 (m, 33H), 3.80 (s, 3H), 5.04-5.13 (m, 2H), 6.57-6.69 (m, 21), 6.87 (d, J 8.8, 2H), 7.14-7.33 (m, 8H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06265434B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-48e532e8e7784e03a4e6efeadc66df27 |
| Source note | uspto-grants-2001_07 |