Sulfuric acid magnesium salt (1:1) → HCID 22671411, compound

HRID 1006446Notes

Reaction equation

HRID 1006446 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([N:9]([CH2:44][CH3:45])[C:10]([C:12]1[CH:17]=[CH:16][C:15]([CH:18]([C:36]2[CH:41]=[CH:40][CH:39]=[C:38]([O:42][CH3:43])[CH:37]=2)[CH2:19][CH2:20][N:21]2[CH2:26][CH2:25][CH:24]([N:27]3[C:31]4[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=4[N:29]=[CH:28]3)[CH2:23][CH2:22]2)=[CH:14][CH:13]=1)=O)[CH3:8].S([O-])([O-])(=O)=O.[Mg+2]>O1CCCC1.C1(C)C=CC=CC=1.O.[OH-].[Na+]>[CH2:44]([N:9]([CH2:10][C:12]1[CH:17]=[CH:16][C:15]([CH:18]([C:36]2[CH:41]=[CH:40][CH:39]=[C:38]([O:42][CH3:43])[CH:37]=2)[CH2:19][CH2:20][N:21]2[CH2:22][CH2:23][CH:24]([N:27]3[C:31]4[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=4[N:29]=[CH:28]3)[CH2:25][CH2:26]2)=[CH:14][CH:13]=1)[CH2:7][CH3:8])[CH3:45]

Participants

8

Reactant 3

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 21226445Aluminium lithium hydrideHCID 22671422HCID 22671422, compound

Product 1

HCID 22671411HCID 22671411, compoundYield 99.4%

Reagents, catalysts & solvents 4

HCID 962WaterCatalystHCID 14798Sodium HydroxideCatalystHCID 1140TolueneSolventHCID 8028TetrahydrofuranSolvent

Procedure

A suspension of lithium aluminum hydride (9.7 mg) in tetrahydrofuran (0.3 ml) was added with a solution of the 1-[3-(4-diethylcarbamoylphenyl)-3-(3-methoxy-phenyl)propyl]-4-(1H-benzimidazol-1-yl)piperidine (67.1 mg) obtained in Example 11 dissolved in toluene (1.2 ml) and stirred at room temperature for 18 hours. The reaction mixture was added with one drop of water and one drop of 5 N aqueous sodium hydroxide and further stirred at room temperature for 1 hour. The reaction mixture was added with anhydrous magnesium sulfate and filtered, and then the solvent was evaporated under reduced pressure to obtain 64.9 mg of the title compound. Yield: 99%.

Workup

  1. stirringfurther stirred at room temperature for 1 hour
  2. filtrationfiltered
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-a7161854fb4a416891348884324b39fe
Source dataset
uspto-grants-2004_09
Patent number
US06790854B2

Reaction notes

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