Dabco → 1-[3-(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 348048Notes

Reaction equation

HRID 348048 reaction equation
[Br:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:37]=[CH:38][CH:39]=1)[CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14]2[N:17]([C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=3)[C:16](=[O:25])[CH:15]2[CH2:26][CH2:27][CH:28]([C:30]2[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=2)[OH:29])=[CH:10][CH:9]=1.[CH2:40]1[N:45]2[CH2:46][CH2:47][N:42]([CH2:43][CH2:44]2)[CH2:41]1>C1(C)C=CC=CC=1>[Br-:1].[F:24][C:21]1[CH:20]=[CH:19][C:18]([N:17]2[C:16](=[O:25])[CH:15]([CH2:26][CH2:27][CH:28]([C:30]3[CH:31]=[CH:32][C:33]([F:36])=[CH:34][CH:35]=3)[OH:29])[CH:14]2[C:11]2[CH:12]=[CH:13][C:8]([O:7][CH2:6][C:5]3[CH:4]=[C:3]([CH:39]=[CH:38][CH:37]=3)[CH2:2][N+:42]34[CH2:47][CH2:46][N:45]([CH2:44][CH2:43]3)[CH2:40][CH2:41]4)=[CH:9][CH:10]=2)=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 9237DabcoHCID 210831844-[4-(3-Bromomethylbenzyloxy)phenyl]-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-hydroxypropyl]azetidin-2-one

Product 1

HCID 210831471-[3-(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

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Compound (18) and DABCO were dissolved in toluene and reacted analogously to Example IV, giving the product (19) 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-41a3a046269641aeab5d4122b4644e75
Source dataset
uspto-grants-2007_02
Patent number
US07176194B2

Reaction notes

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