4-Benzylpiperidine → 4-Benzyl-piperidine-1-carboxylic acid m-tolylamide

HRID 40589

Reaction equation

HRID 40589 reaction equation
[CH2:1]([CH:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:14][C:15]1[CH:16]=[C:17]([N:21]=[C:22]=[O:23])[CH:18]=[CH:19][CH:20]=1>>[C:15]1([CH3:14])[CH:20]=[CH:19][CH:18]=[C:17]([NH:21][C:22]([N:11]2[CH2:12][CH2:13][CH:8]([CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[CH2:9][CH2:10]2)=[O:23])[CH:16]=1

Participants

3

Reactant 2

HCID 317384-BenzylpiperidineHCID 69303m-Tolyl isocyanate

Product 1

HCID 38336314-Benzyl-piperidine-1-carboxylic acid m-tolylamide

Procedure

The title compound was prepared from 4-benzylpiperidine and 3-methylphenyl isocyanate. 1H NMR (400 MHz, CDCl3): 7.32-7.07 (m, 8H), 6.84-6.80 (m, 1H), 6.41 (br s, 1H), 4.06-4.00 (m, 2H), 2.78 (td, J=13 Hz, 2.4 Hz, 2H), 2.55 (d, J=7.0 Hz, 2H), 2.30 (s, 3H), 1.77-1.64 (m, 3H), 1.28-1.16 (m, 2H).

Sources & evidence

ORD record
ord-da66c77932b64e6c9157e7fd072bc1b1
Source dataset
uspto-grants-2013_09
Patent number
US08530476B2

Linked notes

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