4-(4-(Trifluoromethyl)phenyl)piperidine → 1-(1-Naphthoyl)-3-(RS)-(4-(4-trifluoromethylphenyl)piperidinylmethyl)-4-(RS)-(3-thienyl)pyrrolidine

HRID 380481Notes

Reaction equation

HRID 380481 reaction equation
[C:1]1([C:11]([N:13]2[CH2:17][CH:16]([C:18]3[CH:22]=[CH:21][S:20][CH:19]=3)[CH:15]([CH:23]=O)[CH2:14]2)=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[F:25][C:26]([F:40])([F:39])[C:27]1[CH:32]=[CH:31][C:30]([CH:33]2[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]2)=[CH:29][CH:28]=1>>[C:1]1([C:11]([N:13]2[CH2:17][CH:16]([C:18]3[CH:22]=[CH:21][S:20][CH:19]=3)[CH:15]([CH2:23][N:36]3[CH2:35][CH2:34][CH:33]([C:30]4[CH:29]=[CH:28][C:27]([C:26]([F:25])([F:39])[F:40])=[CH:32][CH:31]=4)[CH2:38][CH2:37]3)[CH2:14]2)=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 124407024-(4-(Trifluoromethyl)phenyl)piperidineHCID 206943831-(1-Naphthoyl)-3-(SR)-formyl-4-(RS)-thiophen-3-ylpyrrolidine

Product 1

HCID 183648671-(1-Naphthoyl)-3-(RS)-(4-(4-trifluoromethylphenyl)piperidinylmethyl)-4-(RS)-(3-thienyl)pyrrolidine

Procedure

The title compound was prepared from 1-(1-naphthoyl)-3-(SR)-formyl-4-(RS)-(3-thienyl)pyrrolidine (Example 82 and 4-(4-trifluoromethylphenyl)piperidine according to procedures described in Example 1, Step F. 1H NMR (CDCl3) δ7.34 (d, 2H, J=8 Hz), 7.58 (d, 2H, J=8 Hz); Mass Spectrum (CI) m/e=549 (M+1).

Sources & evidence

ORD record
ord-d6fd40df64aa41aea31b15eb5e80a7ce
Source dataset
uspto-grants-2001_10
Patent number
US06303593B1

Reaction notes

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