Potassium Carbonate → 1-[4-(4-Bromomethylbenzyloxy)-phenyl]-3-[3-(4-fluorophenyl)-3-hydroxypropyl]4-(4-methoxyphenyl)-azetidin-2-one

HRID 133720

Reaction equation

HRID 133720 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:31])[CH2:9][CH2:10][CH:11]2[CH:14]([C:15]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=3)[N:13]([C:23]3[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=3)[C:12]2=[O:30])=[CH:4][CH:3]=1.[Br:32][CH2:33][C:34]1[CH:39]=[CH:38][C:37]([CH2:40]Br)=[CH:36][CH:35]=1.C(=O)([O-])[O-].[K+].[K+]>>[Br:32][CH2:33][C:34]1[CH:39]=[CH:38][C:37]([CH2:40][O:29][C:26]2[CH:25]=[CH:24][C:23]([N:13]3[CH:14]([C:15]4[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=4)[CH:11]([CH2:10][CH2:9][CH:8]([C:5]4[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=4)[OH:31])[C:12]3=[O:30])=[CH:28][CH:27]=2)=[CH:36][CH:35]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 693351,4-Bis(bromomethyl)benzeneHCID 210831793-[3-(4-Fluorophenyl)-3-hydroxypropyl]-1-(4-hydroxyphenyl)-4-(4-methoxyphenyl)-azetidin-2-one

Product 1

HCID 210831671-[4-(4-Bromomethylbenzyloxy)-phenyl]-3-[3-(4-fluorophenyl)-3-hydroxypropyl]4-(4-methoxyphenyl)-azetidin-2-one

Procedure

3-[3-(4-Fluorophenyl)-3-hydroxypropyl]-1-(4-hydroxyphenyl)-4-(4-methoxyphenyl)-azetidin-2-one was reacted with 1,4-bisbromomethylbenzene and potassium carbonate analogously to Example IV, giving a colorless solid (25) of molecular weight 604.52 (C33H31BrFNO4); MS (ESI): 605.2 (MH+).

Sources & evidence

ORD record
ord-e8cf88d385b440b38f47f72b11729272
Source dataset
uspto-grants-2008_06
Patent number
US07390790B2

Linked notes

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