Hydrochloric Acid → HCID 22252108, compound

HRID 2104919Notes

Reaction equation

HRID 2104919 reaction equation
[Br-:1].[F:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:12](=[O:13])[CH:11]([CH2:14][CH2:15][CH:16]([C:24]3[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=3)[O:17][Si](C(C)C)(C)C)[CH:10]2[C:31]2[CH:46]=[CH:45][C:34]([O:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][N+:41]([CH3:44])([CH3:43])[CH3:42])=[CH:33][CH:32]=2)=[CH:5][CH:4]=1.Cl.C(=O)(O)[O-].[Na+]>CO>[Br-:1].[F:2][C:3]1[CH:4]=[CH:5][C:6]([N:9]2[C:12](=[O:13])[CH:11]([CH2:14][CH2:15][CH:16]([C:24]3[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=3)[OH:17])[CH:10]2[C:31]2[CH:32]=[CH:33][C:34]([O:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][N+:41]([CH3:43])([CH3:42])[CH3:44])=[CH:45][CH:46]=2)=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 22252028HCID 22252028, compound

Product 1

HCID 22252108HCID 22252108, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

548 mg of [5-(4-{1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-(isopropyldimethyl-silanyloxy)propyl]-4-oxoazetidin-2-yl}phenoxy)pentyl]trimethylammonium bromide are dissolved in 20 ml of methanol. 1 ml of a 0.1 M aqueous HCl solution is then added, and the reaction solution is stirred at room temperature overnight. The mixture is neutralized with dilute aqueous sodium bicarbonate solution and concentrated using a rotary evaporator. The residue is purified using a 10 g SiO2 cartridge (dichloromethane/methanol 5:1). The product is obtained as a hygroscopic solid. C32H39BrF2N2O3 (617) MS (ESI): M+-80

Workup

  1. concentrationconcentrated
  2. customa rotary evaporator
  3. customThe residue is purified
  4. customThe product is obtained as a hygroscopic solid

Sources & evidence

ORD record
ord-870809f85343407985c36238f577507c
Source dataset
uspto-grants-2009_08
Patent number
US07576200B2

Reaction notes

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