3-Pyridinebutanoic acid → 4-(2,2-Diphenylethyl)-1-[1-oxo-4-(3-pyridinyl)butyl]piperidine

HRID 1249571Notes

Reaction equation

HRID 1249571 reaction equation
[C:1]1([CH:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:8][CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N:21]1[CH:26]=[CH:25][CH:24]=[C:23]([CH2:27][CH2:28][CH2:29][C:30](O)=[O:31])[CH:22]=1>C1(C)C=CC=CC=1>[C:1]1([CH:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:8][CH:9]2[CH2:10][CH2:11][N:12]([C:30](=[O:31])[CH2:29][CH2:28][CH2:27][C:23]3[CH:22]=[N:21][CH:26]=[CH:25][CH:24]=3)[CH2:13][CH2:14]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 1143-Pyridinebutanoic acidHCID 137545104-(2,2-Diphenylethyl)piperidine

Product 1

HCID 137545124-(2,2-Diphenylethyl)-1-[1-oxo-4-(3-pyridinyl)butyl]piperidine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The title compound was prepared in a manner similar to that employed for the compound of Example 10 starting with 5.3 g of 4-(2,2-diphenylethyl)piperidine free base and the acid chloride prepared from 5.0 g of 3-pyridine butanoic acid, there was obtained 7.0 g of oil from the toluene extracts. Crystallization from methylene chloride/ether provided 6.3 g (76%) of 4-(2,2-diphenylethyl)-1-[1-oxo-4-(3-pyridinyl)butyl]piperidine, mp 98°-100° C. Analysis Calculated for C28H32N2O: C, 81.51; H, 7.82; N, 6.79. Found: C, 81.43; H, 7.88; N, 6.53.

Sources & evidence

ORD record
ord-efe3784ef9f8484386fd4a609ecd4547
Source dataset
uspto-grants-1986_12
Patent number
US04632925

Reaction notes

Loading…