Hydrochloric Acid → HCID 22252060, compound

HRID 2104917Notes

Reaction equation

HRID 2104917 reaction equation
[Br-:1].[Si]([O:9][CH:10]([C:39]1[CH:44]=[CH:43][C:42]([F:45])=[CH:41][CH:40]=1)[CH2:11][CH2:12][CH:13]1[C:16](=[O:17])[N:15]([C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)[CH:14]1[C:25]1[CH:38]=[CH:37][C:28]([O:29][CH2:30][CH2:31][CH2:32][N+:33]([CH3:36])([CH3:35])[CH3:34])=[CH:27][CH:26]=1)(C(C)(C)C)(C)C.Cl.C(=O)(O)[O-].[Na+]>CO>[Br-:1].[F:24][C:21]1[CH:20]=[CH:19][C:18]([N:15]2[C:16](=[O:17])[CH:13]([CH2:12][CH2:11][CH:10]([C:39]3[CH:44]=[CH:43][C:42]([F:45])=[CH:41][CH:40]=3)[OH:9])[CH:14]2[C:25]2[CH:26]=[CH:27][C:28]([O:29][CH2:30][CH2:31][CH2:32][N+:33]([CH3:34])([CH3:36])[CH3:35])=[CH:37][CH:38]=2)=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 22252104HCID 22252104, compound

Product 1

HCID 22252060HCID 22252060, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

180 mg of (3-{4-[3-[3-(tert-butyldimethylsilanyloxy)-3-(4-fluorophenyl)propyl]-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}propyl)trimethylammonium bromide are dissolved in 10 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. C30H35BrF2N2O3 (589) 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-8f569072d8db40258e25745efbaa1ad6
Source dataset
uspto-grants-2009_08
Patent number
US07576200B2

Reaction notes

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