Methyl iodide → N-(3-{1-[4-(3,4-Dimethylphenyl)-4-oxobutyl)-4-piperidinyl}phenyl)-N,2-dimethylpropanamide

HRID 1832718Notes

Reaction equation

HRID 1832718 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:9](=[O:31])[CH2:10][CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][CH:16]([C:19]3[CH:20]=[C:21]([NH:25][C:26](=[O:30])[CH:27]([CH3:29])[CH3:28])[CH:22]=[CH:23][CH:24]=3)[CH2:15][CH2:14]2)[CH:5]=[CH:6][C:7]=1[CH3:8].[CH3:32]I>>[CH3:1][C:2]1[CH:3]=[C:4]([C:9](=[O:31])[CH2:10][CH2:11][CH2:12][N:13]2[CH2:14][CH2:15][CH:16]([C:19]3[CH:20]=[C:21]([N:25]([CH3:32])[C:26](=[O:30])[CH:27]([CH3:29])[CH3:28])[CH:22]=[CH:23][CH:24]=3)[CH2:17][CH2:18]2)[CH:5]=[CH:6][C:7]=1[CH3:8]

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 10112881N-(3-{1-[4-(3,4-Dimethylphenyl)-4-Oxobutyl]-4-Piperidinyl}Phenyl)-2-Methylpropanamide

Product 1

HCID 22048884N-(3-{1-[4-(3,4-Dimethylphenyl)-4-oxobutyl)-4-piperidinyl}phenyl)-N,2-dimethylpropanamide

Procedure

Prepared by Procedure T and Scheme AD using N-(3-{1-[4-(3,4-dimethylphenyl)-4-oxobutyl]-4-piperidinyl}phenyl)-2-methylpropanamide and methyl iodide: 1H NMR (400 MHz, CDCl3) δ 7.76 (s, 1H), 7.72 (dd, 1H, J=1.8, 7.7 Hz), 7.33 (t, 1H, J=8.8 Hz), 7.22 (d, 1H, J=7.8 Hz), 7.18 (d, 1H, J=8.8 Hz), 7.01 (m, 2H), 3.24 (s, 3H), 3.10 (d, 1H, J=10.6 Hz), 3.00 (t, 1H, J=7.6 Hz), 2.49 (m, 4H), 2.33 (s, 6H), 2.11 (m, 3H), 1.99 (m, 1H), 1.79 (m, 4H), 1.26 (t, 2H, J=7.6 Hz), 1.02 (d, 6H, J=7.6 Hz); ESMS m/e: 435.2 (M+H)+.

Workup

  1. customPrepared by Procedure T and Scheme AD

Sources & evidence

ORD record
ord-562433cf8d804a3b9aa7a1e0b0cbbe4f
Source dataset
uspto-grants-2006_06
Patent number
US07067534B1

Reaction notes

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