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

HRID 2105734Notes

Reaction equation

HRID 2105734 reaction equation
[Br:1][CH2:2][C:3]1[CH:40]=[CH:39][C:6]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([CH:15]([OH:38])[CH2:16][CH2:17][CH:18]3[CH:21]([C:22]4[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=4)[N:20]([C:30]4[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=4)[C:19]3=[O:37])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.[CH2:41]1[N:46]2[CH2:47][CH2:48][N:43]([CH2:44][CH2:45]2)[CH2:42]1>C1(C)C=CC=CC=1>[Br-:1].[F:36][C:33]1[CH:32]=[CH:31][C:30]([N:20]2[C:19](=[O:37])[CH:18]([CH2:17][CH2:16][CH:15]([C:12]3[CH:13]=[CH:14][C:9]([O:8][CH2:7][C:6]4[CH:5]=[CH:4][C:3]([CH2:2][N+:43]56[CH2:48][CH2:47][N:46]([CH2:45][CH2:44]5)[CH2:41][CH2:42]6)=[CH:40][CH:39]=4)=[CH:10][CH:11]=3)[OH:38])[CH:21]2[C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2)=[CH:35][CH:34]=1

Participants

4

Reactant 2

HCID 9237DabcoHCID 210831783-{3-[4-(4-Bromomethylbenzyloxy)-phenyl]-3-hydroxypropyl}-1-(4-fluorophenyl)4-(4-methoxyphenyl)-azetidin-2-one

Product 1

HCID 210831611-[4-(4-{3-[1-(4-Fluorophenyl)-2-(4-methoxyphenyl)-4-oxoazetidin-3-yl]-1-hydroxypropyl}-phenoxymethyl)-benzyl]-4-aza-1-azoniabicyclo[2.2.2]octane bromide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Compound (29) and DABCO were dissolved in toluene and reacted analogously to Example IV, giving the product (30) as a colorless solid of molecular weight 716.70 (C39H43BrFN3O4); MS (ESI): 636.3 (MH+).

Workup

  1. customreacted analogously to Example IV

Sources & evidence

ORD record
ord-9be134a59f6a4bbfb63fdbeb2552a8b5
Source dataset
uspto-grants-2009_08
Patent number
US07579339B2

Reaction notes

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