1-Benzyl-3-methylpyrrolidin-3-amine dihydrochloride → N-(1-benzyl-3-methylpyrrolidin-3-yl)-2-(2-oxo-3,3-diphenylpiperidin-1-yl)acetamide

HRID 1667167Notes

Reaction equation

HRID 1667167 reaction equation
[O:1]=[C:2]1[C:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:6][CH2:5][CH2:4][N:3]1[CH2:20][C:21](O)=[O:22].Cl.Cl.[CH2:26]([N:33]1[CH2:37][CH2:36][C:35]([CH3:39])([NH2:38])[CH2:34]1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>>[CH2:26]([N:33]1[CH2:37][CH2:36][C:35]([NH:38][C:21](=[O:22])[CH2:20][N:3]2[CH2:4][CH2:5][CH2:6][C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[C:2]2=[O:1])([CH3:39])[CH2:34]1)[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

3

Reactant 2

HCID 668848101-Benzyl-3-methylpyrrolidin-3-amine dihydrochlorideHCID 673592802-(2-Oxo-3,3-diphenylpiperidin-1-yl)acetic acid

Product 1

HCID 45275392N-(1-benzyl-3-methylpyrrolidin-3-yl)-2-(2-oxo-3,3-diphenylpiperidin-1-yl)acetamide

Procedure

The title compound was prepared as described in Example 28B reacting 2-(2-oxo-3,3-diphenylpiperidin-1-yl)acetic acid (Example 68E) with 1-benzyl-3-methylpyrrolidin-3-amine dihydrochloride. (CAS 181114-76-1). 1H NMR (300 MHz, CDCl3) δ ppm 7.33 (m, 15H), 4.08 (d, J=14.67 Hz, 2H), 4.00 (m, 2H), 3.81 (m, 2H), 3.51 (m, 2H), 3.25 (m, J=2.38 Hz, 1H), 3.05 (d, J=13.88 Hz, 1H), 2.67 (m, 2H), 2.26 (m, 2H), 1.85 (m, 2H), 1.49 (s, 3H); MS (ESI+) m/z 482 (M+H)+.

Sources & evidence

ORD record
ord-33ecac5e35fe4339b8f4a2a792596e7f
Source dataset
uspto-grants-2011_10
Patent number
US08044069B2

Reaction notes

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