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-fluoro-phenyl)pyrrolidin-1-yl)-3-(cyclopentyl)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-cyclopentylpropanoic acid, benzyl ester | HCID 86757208 | — |
| Product | 2-(R)-(3-(S)-((4-(3-(4-Fluorophenyl)propyl)piperidin-1-yl)methyl)-4-(S)-(3-fluoro-phenyl)pyrrolidin-1-yl)-3-(cyclopentyl)propanoic acid | HCID 20672374 | 102.7% |
Reaction Steps
The title compound was prepared from 20 mg (0.047 mmol) of 2-(R)-(3-(R)-formyl-4-(S)-(3-fluorophenyl)pyrrolidin-1-yl)-3-cyclopentylpropanoic acid, benzyl ester (from EXAMPLE 20, Step K) and 13 mg 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 26 mg (89%) of the title compound: RF: 0.20 (4:1 v/v hexanes/EtOAc); 1H NMR (300 MHz) δ 1.01-1.83 (m, 22H), 2.21-2.88 (m, 10H), 3.12-3.19 (m, 2H), 3.37 (m, 1H), 5.16 (ABq, J=12.1 Hz, 2H), 6.83-7.39 (m, 13H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06265434B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-4b00efc71d604a93b8f5b21f70fa3441 |
| Source note | uspto-grants-2001_07 |