2-hydroxy-N-(2-methoxyethyl)benzamide → tert-Butyl 3-{2-[2-(2-cyanoethyl)phenoxy]ethoxy}-4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}piperidine-1-carboxylate
Reaction equation
COC1C=CC=CC=1[CH2:5][O: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:61]=[CH:60][CH:59]=[CH:58][C:50]=1[C:51](NCCOC)=O>>[C:19]([CH2:18][CH2:51][C:50]1[CH:49]=[CH:61][CH:60]=[CH:59][C:58]=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][O:6][CH2:5][C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[O:10][CH3:9])=[CH:16][CH:15]=2)[CH2:22][CH2:21][N:20]([C:23]([O:25][C:26]([CH3:27])([CH3:28])[CH3:29])=[O:24])[CH2:19]1)#[N:20]Participants
3
Reactant 2
Product 1
Procedure
Analogously to Method G. 0.456 g of tert-butyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}-3-[2-(toluene-4-sulphonyloxy)ethoxy]piperidine-1-carboxylate (Example 14b) and 027 g of 2-hydroxy-N-(2-methoxyethyl)benzamide are reacted. The title compound is obtained as a yellow oil. Rf=0.40 (1:1 EtOAc-heptane); Rt=5.60.
Sources & evidence
- ORD record
- ord-af3b9ff78c2a4921b0d55ec56d642367
- Source dataset
- uspto-grants-2010_09
- Patent number
- US07790715B2
Reaction notes
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