Triphenylacetic acid → HCID 21957191, compound

HRID 2213464Notes

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]([OH:10])=O)[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])[CH2:41][CH2:42][CH3:43])[CH:36]=[CH:37][CH:38]=2)[CH2:29][CH2:28]1>>[C:1]1([C:7]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:8]([NH:23][CH2:24][CH2:25][CH2:26][N:27]2[CH2:32][CH2:31][CH:30]([C:33]3[CH:34]=[C:35]([NH:39][C:40](=[O:44])[CH2:41][CH2:42][CH3:43])[CH:36]=[CH:37][CH:38]=3)[CH2:29][CH2:28]2)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Reactant 2

HCID 68992Triphenylacetic acid

HCID 21957120N-{3-[1-(3-aminopropyl)-4-piperidinyl]phenyl}butanamide

Product 1

HCID 21957191HCID 21957191, compound

Procedure

Example 97 was prepared from triphenylacetic acid and N-{3-[1-(3-aminopropyl)-4-piperidinyl]phenyl}butanamide according to the procedures described in Scheme 10: 1H NMR (400 MHz, CDCl3) δ 7.39 (d, 2H, J=10.4 Hz), 7.34–7.21 (m, 17H), 6.90 (d, 1H, J=7.6 Hz), 6.31 (t, 1H, J=5.2 Hz), 3.43 (dd, 2H, J=6.4, 12.4 Hz), 2.87 (d, 2H, J=12.0 Hz), 2.41 (m, 1H), 2.31 (m, 4H), 1.92 (t, 2H, J=11.6 Hz), 1.79–1.66 (m, 6H), 1.59–1.52 (m, 2H), 1.01 (t, 3H, J=7.2 Hz); ESMS m/e: 574.4 (M+H)+.

Sources & evidence

ORD record: ord-eef0ad83a6424436a72e9a528061aca9
Source dataset: uspto-grants-2006_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07105544B2

Reaction notes

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