Ethoxyacetic acid → N-(1-[9,10-Dihydro-9,10-methanoanthracen-9-ylmethyl]-4-piperidyl)-2-ethoxyacetamide

HRID 258290Notes

Reaction equation

HRID 258290 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]23[CH2:23][CH:16]([C:17]4[CH:18]=[CH:19][CH:20]=[CH:21][C:22]=42)[C:15]2[C:10]3=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:4][CH2:3]1.[CH2:24]([O:26][CH2:27][C:28](O)=[O:29])[CH3:25]>>[CH:21]1[C:22]2[C:9]3([CH2:8][N:5]4[CH2:6][CH2:7][CH:2]([NH:1][C:28](=[O:29])[CH2:27][O:26][CH2:24][CH3:25])[CH2:3][CH2:4]4)[CH2:23][CH:16]([C:15]4[C:10]3=[CH:11][CH:12]=[CH:13][CH:14]=4)[C:17]=2[CH:18]=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 12301Ethoxyacetic acidHCID 193810314-Amino-1-(9,10-dihydro-9,10-methanoanthracen-9-ylmethyl)piperidine

Product 1

HCID 19381023N-(1-[9,10-Dihydro-9,10-methanoanthracen-9-ylmethyl]-4-piperidyl)-2-ethoxyacetamide

Procedure

Using a procedure similar to that described in Example 1 except starting with 4-amino-1-[9,10-dihydro-9,10-methanoanthracen-9-ylmethyl]piperidine and 2-ethoxyacetic acid, the title compound was obtained as a white solid (76%), mp 158.0°-9.0° C.; MS(CI): 391 (M+H); NMR (300 MHz,DMSO-d6): 1.12(t, 3H, J=7.0 Hz), 1.41-1.69(m, 4H), 2.27(m, 2H), 2.45(s, 2H), 2.95(m, 2H), 2.95(m, 2H), 3.45(q, 2H, J=7.0 Hz), 3.63(m, 1H), 3.78(s, 2H), 4.31(s, 1H), 6.92(m, 4H), 7.17-7.23(m, 4H), 7.47(d, 2H, J=8.0 Hz).

Sources & evidence

ORD record
ord-b3fc4fe22fb04f429f9618301f183e35
Source dataset
uspto-grants-1993_11
Patent number
US05266570

Reaction notes

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