Triphenylacetic acid → 2-methyl-N-[3-(1-{3-[(triphenylacetyl)amino]propyl}-4-piperidinyl)phenyl]propanamide

HRID 1269237Notes

Reaction equation

HRID 1269237 reaction equation
[C:1]1([C:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8](O)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:23][CH2:24][CH2:25][CH2:26][N:27]1[CH2:32][CH2:31][CH:30]([C:33]2[CH:34]=[C:35]([NH:39][C:40](=[O:44])[CH:41]([CH3:43])[CH3:42])[CH:36]=[CH:37][CH:38]=2)[CH2:29][CH2:28]1>C(Cl)(Cl)Cl>[CH3:42][CH:41]([CH3:43])[C:40]([NH:39][C:35]1[CH:36]=[CH:37][CH:38]=[C:33]([CH:30]2[CH2:29][CH2:28][N:27]([CH2:26][CH2:25][CH2:24][NH:23][C:8](=[O:9])[C:7]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH2:32][CH2:31]2)[CH:34]=1)=[O:44]

Participants

4

Reactant 2

HCID 68992Triphenylacetic acidHCID 16757470N-{3-[1-(3-aminopropyl)-4-piperidinyl]phenyl}2-methylpropanamide

Product 1

HCID 219571582-methyl-N-[3-(1-{3-[(triphenylacetyl)amino]propyl}-4-piperidinyl)phenyl]propanamide

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Example 59 was prepared from triphenylacetic acid and N-{3-[1-(3-aminopropyl)-4-piperidinyl]phenyl}-2-methylpropanamide according to the procedures described in Scheme 9: 1H NMR (400 MHz, CDCl3) δ 7.40 (d, 2H, J=10.8 Hz), 7.32–7.17 (m, 17H), 6.87 (d, 1H, J=7.7 Hz), 6.32–6.26 (m, 1H), 3.41 (q, 2H, J=6.0 Hz), 2.83 (d, 2H, J=10.5 Hz), 2.48 (quintet, 1H, J=6.7 Hz), 2.43–2.33 (m, 1H), 2.26 (t, 2H, J=6.7 Hz), 1.89 (t, 2H, J=11.5 Hz), 1.73–1.62 (m, 4H), 1.56–1.44 (m, 2H), 1.22 (d, 6H, J=6.7 Hz); ESMS m/e: 574.3 (M+H)+; Anal. Calc. for C38H43N3O2.0.730 CHCl3: C, 70.38; H, 6.67; N, 6.36. Found: C, 70.42; H, 6.57; N, 6.47.

Sources & evidence

ORD record
ord-73ed90b2a4d142e6bb5271647773b4ff
Source dataset
uspto-grants-2007_04
Patent number
US07199135B2

Reaction notes

Loading…