Water → HCID 18452634, compound

HRID 1271287Notes

Reaction equation

HRID 1271287 reaction equation
[C:1]1([C:7]2[N:8]=[CH:9][C:10]([N:19]([CH:21]3[C:29]4[C:24](=[C:25]([O:30]COC)[CH:26]=[CH:27][CH:28]=4)[CH2:23][CH2:22]3)[CH3:20])=[N:11][C:12]=2[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.C(=O)([O-])O.[Na+]>C(OCC)(=O)C.Cl>[C:1]1([C:7]2[N:8]=[CH:9][C:10]([N:19]([CH:21]3[C:29]4[C:24](=[C:25]([OH:30])[CH:26]=[CH:27][CH:28]=4)[CH2:23][CH2:22]3)[CH3:20])=[N:11][C:12]=2[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 962WaterHCID 516892Sodium BicarbonateHCID 22932020HCID 22932020, compound

Product 1

HCID 18452634HCID 18452634, compoundYield 84.4%

Reagents, catalysts & solvents 1

HCID 21866389Hydrogen chloride-ethyl acetateSolvent

Procedure

220 mg of 1-[N-(5,6-diphenylpyrazin-2-yl)-N-methylamino]-4-(methoxymethoxy)indane was dissolved in 2 ml of a 25% hydrogen chloride-ethyl acetate solution, followed by stirring at room temperature for 3 hours. After adding water, the reaction solution was neutralized with an aqueous saturated sodium hydrogen carbonate solution and then extracted with ethyl acetate. After drying over anhydrous magnesium sulfate, the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to obtain 167 mg of the desired compound as a pale yellow oily substance.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialAfter drying over anhydrous magnesium sulfate
  3. customthe solvent was evaporated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-dc8b21e7ade241c8a9276dca636e642a
Source dataset
uspto-grants-2007_04
Patent number
US07205302B2

Reaction notes

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