1-Piperidinecarboxamide → HCID 53638589, compound

HRID 376855Notes

Reaction equation

[C:1]([O:5][C:6](=[O:22])[CH2:7][CH:8]([CH2:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=1)[C:9]([OH:11])=O)([CH3:4])([CH3:3])[CH3:2].[N:23]1(C(N)=O)[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1>>[C:1]([O:5][C:6](=[O:22])[CH2:7][CH:8]([C:9]([N:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1)=[O:11])[CH2:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

Reactant 2

HCID 728871-Piperidinecarboxamide

HCID 54051726HCID 54051726, compound

Product 1

HCID 53638589HCID 53638589, compound

Procedure

2[[3-(4-Chlorophenyl)-propyl]-succinic acid 4-tert-butyl ester (WO 95/04033) (5 g, 15.3 mmol) was converted to the corresponding piperidine amide by the method described previously (Example 1, Step G). Yield 4.01 g (67%). 1H-NMR: δ (CDCl3), 7.23 (2H, d, J=8.3 Hz), 7.08 (2H, d, J=8.3 Hz), 3.68-3.42 (4H, m), 3.12 (1H, m), 2.69 (1H, dd, J=8.4, 16.4 Hz), 2.62-2.49 (2H, m), 2.29 (1H, dd, J=5.6, 16.4 Hz), 1.72-1.33 (10H, m) and 1.41 (9H, s).

Sources & evidence

ORD record: ord-d55c5e4abadf4f9b8ec3adae2d7962dc
Source dataset: uspto-grants-2000_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06022873

Reaction notes

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