Hydrochloric Acid → HCID 15481612, compound

HRID 1421235Notes

Reaction equation

HRID 1421235 reaction equation
C([O:4][C@@H:5]([CH3:30])[CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[C:19](=[O:20])[C:18]2[N:17]([CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:16]([CH3:28])=[N:15][C:14]=2[N:13]([CH3:29])[C:11]1=[O:12])(=O)C.Cl>CO.CCOCC>[CH2:21]([N:17]1[C:18]2[C:19](=[O:20])[N:10]([CH2:9][CH2:8][CH2:7][CH2:6][C@@H:5]([OH:4])[CH3:30])[C:11](=[O:12])[N:13]([CH3:29])[C:14]=2[N:15]=[C:16]1[CH3:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 54438001HCID 54438001, compound

Product 1

HCID 15481612HCID 15481612, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of (S)-1-(5-acetoxyhexyl)-7-benzyl-3,8-dimethylxanthine (350 mg) in methanol (20 ml) was treated with 1 M hydrochloric acid in ether (2.5 ml) and stirred for 12 hours. After evaporation of volatiles under reduced pressure, the residue was dissolved in ethyl acetate (100 ml), washed with saturated aqueous sodium bicarbonate solution (30 ml), dried over magnesium sulfate and concentrated. Yield=270 mg.

Workup

  1. customAfter evaporation of volatiles under reduced pressure
  2. dissolutionthe residue was dissolved in ethyl acetate (100 ml)
  3. washwashed with saturated aqueous sodium bicarbonate solution (30 ml)
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-692361a4c77d43238cb3c218f97d1189
Source dataset
uspto-grants-2000_06
Patent number
US06075029

Reaction notes

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