Toluene → 1-[4-(4-{1-(4-Fluorophenyl)-3-[3-(4-fluorophenyl)-3-hydroxypropyl]-4-oxoazetidin-2-yl}phenoxymethyl)benzyl]-4-aza-1-azoniabicyclo[2.2.2]octane bromide

HRID 2105726

Reaction equation

HRID 2105726 reaction equation
[Br:1]C[C:3]1[CH:39]=[CH:38][CH:37]=[CH:36][C:4]=1[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH:13]2[N:16]([C:17]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=3)[C:15](=[O:24])[CH:14]2[CH2:25][CH2:26][CH:27]([C:29]2[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=2)[OH:28])=[CH:9][CH:8]=1.[CH2:40]1[N:45]2[CH2:46][CH2:47][N:42]([CH2:43][CH2:44]2)[CH2:41]1.[C:48]1(C)C=CC=CC=1>>[Br-:1].[F:23][C:20]1[CH:19]=[CH:18][C:17]([N:16]2[C:15](=[O:24])[CH:14]([CH2:25][CH2:26][CH:27]([C:29]3[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=3)[OH:28])[CH:13]2[C:10]2[CH:9]=[CH:8][C:7]([O:6][CH2:5][C:4]3[CH:36]=[CH:37][C:38]([CH2:48][N+:42]45[CH2:47][CH2:46][N:45]([CH2:44][CH2:43]4)[CH2:40][CH2:41]5)=[CH:39][CH:3]=3)=[CH:12][CH:11]=2)=[CH:22][CH:21]=1

Participants

4

Reactant 3

HCID 1140TolueneHCID 9237DabcoHCID 210831834-[4-(2-Bromomethyl benzyloxy)phenyl]-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-hydroxypropyl]-azetidin-2-one

Product 1

HCID 210831571-[4-(4-{1-(4-Fluorophenyl)-3-[3-(4-fluorophenyl)-3-hydroxypropyl]-4-oxoazetidin-2-yl}phenoxymethyl)benzyl]-4-aza-1-azoniabicyclo[2.2.2]octane bromide

Procedure

Compound (15) and DABCO were dissolved in toluene and reacted analogously to Example IV, giving the product (16) as a colorless solid of molecular weight 704.66 (C38H40BrF2N3O3); MS (ESI): 624.30 (MH+).

Workup

  1. customreacted analogously to Example IV

Sources & evidence

ORD record
ord-d928edec20974a69b4e4271393c36d63
Source dataset
uspto-grants-2009_08
Patent number
US07579339B2

Linked notes

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