2-methyl-N-[3-(4-piperidyl)phenyl]propanamide → HCID 22049496, compound

HRID 2087543Notes

Reaction equation

HRID 2087543 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:8][CH2:9][CH2:10][CH2:11]Cl.[CH3:13][CH:14]([CH3:30])[C:15]([NH:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([CH:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[CH:19]=1)=[O:16]>>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:8][CH2:9][CH2:10][CH2:11][N:27]1[CH2:28][CH2:29][CH:24]([C:20]2[CH:19]=[C:18]([NH:17][C:15](=[O:16])[CH:14]([CH3:13])[CH3:30])[CH:23]=[CH:22][CH:21]=2)[CH2:25][CH2:26]1

Participants

3

Reactant 2

HCID 167572552-methyl-N-[3-(4-piperidyl)phenyl]propanamideHCID 220486481-Bromo-2-(3-chloropropoxy)benzene

Product 1

HCID 22049496HCID 22049496, compound

Procedure

Prepared by Procedure G and Scheme B1 using 1-bromo-2-(3-chloropropoxy)benzene and 2-methyl-N-[3-(4-piperidinyl)phenyl]propanamide: 1H NMR (400 MHz, CDCl3) δ 7.53 (dd, 1H, J=1.6, 7.9 Hz), 7.48 (s, 1H), 7.32 (m, 1H), 7.28-7.22 (m, 3H), 7.17 (s, 1H), 6.98 (d, 1H, J=7.7 Hz), 6.93 (dd, 1H, J=1.4, 8.4 Hz), 6.82 (dt, 1H, J=7.6, 1.4 Hz), 4.11 (t, 2H, J=6.3 Hz), 3.07 (d, 2H, J=11.3 Hz), 2.61 (t, 2H, J=6.9 Hz), 2.50 (m, 3H), 2.07 (m, 1H), 1.8-1.75 (m, 5H), 1.25 (d, 6H, J=6.7 Hz); Anal. Calcd for C24H31BrN2O2.HCl+0.2CHCl3: C, 55.9; H, 6.24; N, 5.39. Found: C, 55.8; H, 6.23; N, 5.47; ESMS m/e: 459.1 (M+H)+.

Workup

  1. customPrepared by Procedure G and Scheme B1

Sources & evidence

ORD record
ord-2067ba0ba20d4a96af0d77d691b40d52
Source dataset
uspto-grants-2004_04
Patent number
US06727264B1

Reaction notes

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