HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-(R)-(3-(S)-((4-(3-(4-Fluorophenyl)propyl)piperidin-1-yl)methyl)-4-(S)-(3-fluorophenyl)pyrrolidin-1-yl)-3-(cyclopropyl)propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-[3-(4-Fluorophenyl)propyl]piperidine | HCID 3059022 | — |
| Reactant | 2-(R)-(3-(R)-formyl-4-(S)-(3-fluorophenyl)pyrrolidin-1-yl)-3-(cyclopropyl)propanoic acid (4-methoxy)benzyl ester | HCID 53978199 | — |
| Product | 2-(R)-(3-(S)-((4-(3-(4-Fluorophenyl)propyl)piperidin-1-yl)methyl)-4-(S)-(3-fluorophenyl)pyrrolidin-1-yl)-3-(cyclopropyl)propanoic acid | HCID 20672375 | 111.9% |
Reaction Steps
The title compound was prepared from 33.5 mg (0.07 mmol) of 2-(R)-(3-(R)-formyl-4-(S)-(3-fluorophenyl)pyrrolidin-1-yl)-3-(cyclopropyl)propanoic acid, 4-(methoxy)benzyl ester (from EXAMPLE 21, Step E) and 20.5 mg (0.07 mmol) of 4-(3-(4-fluorophenyl)propyl)-piperidine.HCl (from EXAMPLE 96, Step B) using a procedure analogous to that described in EXAMPLE 1, Step J to provide 40 mg (80%) of the title compound: RF: 0.47 (1:1 v/v hexanes/EtOAc); 1H NMR (300 MHz) δ 0.01-0.07 (m, 2H), 0.34-0.47 (m, 2H), 0.68 (m, 1H), 0.96-3.41 (m, 26H), 3.80 (s, 3H), 5.12 (ABq, J=11.9, 21), 6.82-7.34 (m, 12H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06265434B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-e9dc61ea6e53428bba034edbe9cb4466 |
| Source note | uspto-grants-2001_07 |