Hydrochloric Acid → HCID 53632047, compound

HRID 1814980Notes

Reaction equation

HRID 1814980 reaction equation
C([O:4][C@H:5]([CH3:27])[CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[C:19](=[O:20])[C:18]2[N:17](COCC)[C:16]([Br:25])=[N:15][C:14]=2[N:13]([CH3:26])[C:11]1=[O:12])(=O)C.Cl>CO.CCOCC>[OH:4][C@H:5]([CH3:27])[CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[C:19](=[O:20])[C:18]2[NH:17][C:16]([Br:25])=[N:15][C:14]=2[N:13]([CH3:26])[C:11]1=[O:12]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 54041337(R)-1-(5-acetoxyhexyl)-8-bromo-7-ethoxymethyl-3-methylxanthine

Product 1

HCID 53632047HCID 53632047, compoundYield 98.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution of (R)-1-(5-acetoxyhexyl)-8-bromo-7-ethoxymethyl-3-methylxanthine (prepared as described for CT12440) (3.8 g, 8.5 mmol ) in methanol (150 ml) was added a solution of hydrogen chloride in ether (1.0 M, 20 ml). The reaction mixture was stirred at room temperature for 24 hours. Evaporation of the solvent under reduced pressure provided (R)-1-(5-hydroxyhexyl)-8-bromo-3-methylxanthine (2.9 g, 98% yield) as a white solid.

Workup

  1. customEvaporation of the solvent under reduced pressure

Sources & evidence

ORD record
ord-7017534878aa40dc91434cd8414e202c
Source dataset
uspto-grants-2005_04
Patent number
US06878715B1

Reaction notes

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