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

HRID 258288Notes

Reaction equation

HRID 258288 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]23[CH2:24][CH:16]([C:17]4[CH:18]=[CH:19][C:20]([Cl:23])=[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.[CH2:25]([O:27][CH2:28][C:29](O)=[O:30])[CH3:26]>>[Cl:23][C:20]1[CH:19]=[CH:18][C:17]2[CH:16]3[CH2:24][C:9]([CH2:8][N:5]4[CH2:6][CH2:7][CH:2]([NH:1][C:29](=[O:30])[CH2:28][O:27][CH2:25][CH3:26])[CH2:3][CH2:4]4)([C:10]4[C:15]3=[CH:14][CH:13]=[CH:12][CH:11]=4)[C:22]=2[CH:21]=1

Participants

3

Reactant 2

HCID 12301Ethoxyacetic acidHCID 193809734-Amino-1-(2-chloro-9,10-dihydro-9,10-methanoanthracen-9-ylmethyl)piperidine

Product 1

HCID 19381000N-(1-[2-Chloro-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-[2-chloro-9,10-dihydro-9,10-methanoanthracen-9-ylmethyl]piperidine and 2-ethoxyacetic acid, the title compound was obtained as a white glassy solid (68%), mp 112.5°-4.0° C.; MS(CI): 425 (M+H); NMR (300 MHz,DMSO-d6): 1.12(t, 3H, J=7 Hz), 1.49(br m, 2H), 1.61(br m, 2H), 2.26(m, 2H)), 2.45(br m, 2H), 2.93(br m, 2H), 3.45(q, 2H, J=7 Hz), 3.62(br s, 1H), 3.78(s, 2H), 4.34(s, 1H), 6.94(m, 3H), 7.23(m, 4H), 7.48(d, 1H, J=8 Hz).

Sources & evidence

ORD record
ord-4b033a9de0d0452492b869401f555535
Source dataset
uspto-grants-1993_11
Patent number
US05266570

Reaction notes

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