1-(3-Bromopropoxy)-3-fluorobenzene → tert-Butyl 3-{2-[2-(2-acetylaminoethyl)-5-fluorophenoxy]ethoxy}-4-{4-[3-(3-fluorophenoxy)propoxy]phenyl}piperidine-1-carboxylate

HRID 1712522Notes

Reaction equation

HRID 1712522 reaction equation
[C:1]([NH:4][CH2:5][CH2:6][C:7]1[CH:36]=[CH:35][C:34]([F:37])=[CH:33][C:8]=1[O:9][CH2:10][CH2:11][O:12][CH:13]1[CH:18]([C:19]2[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=2)[CH2:17][CH2:16][N:15]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:14]1)(=[O:3])[CH3:2].Br[CH2:39][CH2:40][CH2:41][O:42][C:43]1[CH:48]=[CH:47][CH:46]=[C:45]([F:49])[CH:44]=1>>[C:1]([NH:4][CH2:5][CH2:6][C:7]1[CH:36]=[CH:35][C:34]([F:37])=[CH:33][C:8]=1[O:9][CH2:10][CH2:11][O:12][CH:13]1[CH:18]([C:19]2[CH:24]=[CH:23][C:22]([O:25][CH2:39][CH2:40][CH2:41][O:42][C:43]3[CH:48]=[CH:47][CH:46]=[C:45]([F:49])[CH:44]=3)=[CH:21][CH:20]=2)[CH2:17][CH2:16][N:15]([C:26]([O:28][C:29]([CH3:30])([CH3:31])[CH3:32])=[O:27])[CH2:14]1)(=[O:3])[CH3:2]

Participants

3

Procedure

Analogously to Method I, 0.26 g of tert-butyl 3-{2-[2-(2-acetylaminoethyl)-5-fluorophenoxy]ethoxy}-4-(4-hydroxyphenyl)piperidine-1-carboxylate and 0.153 g of 1-(3-bromopropoxy)-3-fluorobenzene are reacted. The title compound is obtained as a yellowish oil. Rf=0.41 (EtOAc); Rt=5.66.

Sources & evidence

ORD record
ord-d0391636d22e4cc39a2e73b706f0f4f2
Source dataset
uspto-grants-2010_09
Patent number
US07790715B2

Reaction notes

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