N-(2-hydroxyphenethyl)acetamide → tert-Butyl 3-{2-[2-(2-acetylaminoethyl)phenoxy]ethoxy}-4-{4-[4-(2-methoxyphenoxy)-butoxy]phenyl}piperidine-1-carboxylate
Reaction equation
[CH3:1][O:2][C:3]1[CH:47]=[CH:46][CH:45]=[CH:44][C:4]=1[O:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([CH:17]2[CH2:22][CH2:21][N:20]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:19][CH:18]2[O:30][CH2:31][CH2:32][O:33]S(C2C=CC(C)=CC=2)(=O)=O)=[CH:13][CH:12]=1.O[C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][C:50]=1[CH2:55][CH2:56][NH:57][C:58](=[O:60])[CH3:59]>>[C:58]([NH:57][CH2:56][CH2:55][C:50]1[CH:51]=[CH:52][CH:53]=[CH:54][C:49]=1[O:33][CH2:32][CH2:31][O:30][CH:18]1[CH:17]([C:14]2[CH:13]=[CH:12][C:11]([O:10][CH2:9][CH2:8][CH2:7][CH2:6][O:5][C:4]3[CH:44]=[CH:45][CH:46]=[CH:47][C:3]=3[O:2][CH3:1])=[CH:16][CH:15]=2)[CH2:22][CH2:21][N:20]([C:23]([O:25][C:26]([CH3:29])([CH3:27])[CH3:28])=[O:24])[CH2:19]1)(=[O:60])[CH3:59]Participants
3
Reactant 2
Product 1
Procedure
Analogously to Method G, 0.090 g of tert-butyl 4-{4-[4-(2-methoxyphenoxy)butoxy]phenyl}-3-[2-(toluene-4-sulphonyloxy)ethoxy]piperidine-1-carboxylate and 0.048 g of N-[2-(2-hydroxyphenyl)ethyl]acetamide are reacted. The title compound is obtained as a yellow oil. Rf=0.48 (200:20:1 dichloromethane-methanol-25% conc. ammonia); Rt=5.57.
Sources & evidence
- ORD record
- ord-b34d4669b5a24f0ab7d260b4532fef0e
- Source dataset
- uspto-grants-2010_09
- Patent number
- US07790715B2
Reaction notes
Loading…