1,5-Dibromopentane → 1-(5-Bromopentyl)-7-ethoxymethyl-3-methylxanthine

HRID 2007

Reaction equation

HRID 2007 reaction equation
[CH2:1]([O:3][CH2:4][N:5]1[C:13]2[C:12](=[O:14])[NH:11][C:10](=[O:15])[NH:9][C:8]=2[N:7]=[CH:6]1)[CH3:2].[Br:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]Br.[C:23](=O)([O-])[O-].[K+].[K+]>>[Br:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][N:11]1[C:12](=[O:14])[C:13]2[N:5]([CH2:4][O:3][CH2:1][CH3:2])[CH:6]=[N:7][C:8]=2[N:9]([CH3:23])[C:10]1=[O:15]

Participants

4

Reactant 3

HCID 81001,5-DibromopentaneHCID 11430Potassium CarbonateHCID 196891837-Ethoxymethylxanthine

Product 1

HCID 196892501-(5-Bromopentyl)-7-ethoxymethyl-3-methylxanthine

Procedure

22.4 g (0.1 mol) of 7-ethoxymethylxanthine were stirred at 70° C. for 1.5 hours with 45.9 g (0.2 mol) of 1,5-dibromopentane and 27.6 g of activated potassium carbonate. The solution was filtered and concentrated, and the oily residue which remained was chromatographed (eluent: ethyl acetate).

Workup

  1. filtrationThe solution was filtered
  2. concentrationconcentrated
  3. customthe oily residue which remained was chromatographed (eluent: ethyl acetate)

Sources & evidence

ORD record
ord-cebc848bbe99485aaab1cf4393713d41
Source dataset
uspto-grants-1998_03
Patent number
US05728686

Linked notes

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