1-{2-{2-Fluoro-4-[4-methoxy-2-(6-methoxy-3,4-dihydronaphthalen-2-yl)benzyl]phenoxy)ethyl}piperidine → 1-{2-{2-Fluoro-4-[4-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)benzyl]phenoxy}ethyl}piperidine
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:17]([C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][C:20]=2[C:27]2[CH2:36][CH2:35][C:34]3[C:29](=[CH:30][CH:31]=[C:32]([O:37][CH3:38])[CH:33]=3)[CH:28]=2)=O)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][CH2:10][N:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1.FC1C=C(CC2C=CC(OC)=CC=2C2CCC3C(=CC=C(OC)C=3)C=2)C=CC=1OCCN1CCCCC1>>[F:1][C:2]1[CH:3]=[C:4]([CH2:17][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][C:20]=2[CH:27]2[CH2:36][CH2:35][C:34]3[C:29](=[CH:30][CH:31]=[C:32]([O:37][CH3:38])[CH:33]=3)[CH2:28]2)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][CH2:10][N:11]1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]1Participants
3
Reactant 2
Product 1
Procedure
Synthesized from [3-fluoro-4-(2-piperidin-1-ylethoxy)phenyl][4-methoxy-2-(6-methoxy-3,4-dihydronaphthalen-2-yl)phenyl]methanone according to an analogous synthetic method to Example 337 described below, 1-{2-{2-fluoro-4-[4-methoxy-2-(6-methoxy-3,4-dihydronaphthalen-2-yl)benzyl]phenoxy}ethyl}piperidine (228 mg) was used according to an analogous synthetic method to Example 30 described below to provide 1-{2-{2-fluoro-4-[4-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)benzyl]phenoxy}ethyl}piperidine (200 mg). This compound (197 mg) was used according to an analogous synthetic method to Example 111 described below to provide the title compound (180 mg).
Sources & evidence
- ORD record
- ord-6d036465222d4c4ab739d39b9675640e
- Source dataset
- uspto-grants-2013_03
- Patent number
- US08399520B2
Reaction notes
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