2,2-Diphenylbutyric acid → N-[3-(1-{3-[(2,2-Diphenylbutanoyl)amino]propyl}4-piperidinyl)phenyl]cyclopropanecarboxamide

HRID 1269298Notes

Reaction equation

HRID 1269298 reaction equation
[C:1]1([C:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)([CH2:11][CH3:12])[C:8](O)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:19][CH2:20][CH2:21][CH2:22][N:23]1[CH2:28][CH2:27][CH:26]([C:29]2[CH:30]=[C:31]([NH:35][C:36]([CH:38]3[CH2:40][CH2:39]3)=[O:37])[CH:32]=[CH:33][CH:34]=2)[CH2:25][CH2:24]1>>[C:13]1([C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)([CH2:11][CH3:12])[C:8]([NH:19][CH2:20][CH2:21][CH2:22][N:23]2[CH2:28][CH2:27][CH:26]([C:29]3[CH:30]=[C:31]([NH:35][C:36]([CH:38]4[CH2:40][CH2:39]4)=[O:37])[CH:32]=[CH:33][CH:34]=3)[CH2:25][CH2:24]2)=[O:9])[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 779022,2-Diphenylbutyric acidHCID 21957166N-{3-[1-(3-aminopropyl)4-piperidinyl]phenyl}cyclopropanecarboxamide

Product 1

HCID 21957220N-[3-(1-{3-[(2,2-Diphenylbutanoyl)amino]propyl}4-piperidinyl)phenyl]cyclopropanecarboxamide

Procedure

Example 122 was prepared from 2,2-diphenylbutanoic acid and N-{3-[1-(3-aminopropyl)-4-piperidinyl]phenyl}cyclopropanecarboxamide according to the procedures described in Scheme 10: 1H NMR (400 MHz, CDCl3) δ 7.89–7.74 (br, 1H), 7.48–7.05 (m, 13H), 6.89–6.74 (d, 1H, J=7.2 Hz), 6.46–6.25 (br, 1H), 3.30–3.15 (m, 2H), 3.15–3.01 (m, 2H), 2.38–2.25 (m, 3H), 2.25–2.09 (m, 2H), 1.99–1.78 (m, 3H), 1.78–1.60 (m, 5H), 1.60–1.47 (m, 1H), 1.12–1.01 (m, 2H), 0.90–0.71 (m, 2H), 0.75 (t, 3H, J=7.2 Hz); ESMS m/e: 524.3 (M+H)+.

Sources & evidence

ORD record
ord-01de20246dd549e9ba0e0cb2c74ec56d
Source dataset
uspto-grants-2007_04
Patent number
US07199135B2

Reaction notes

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