HCID 67537541, compound → HCID 68636256, compound

HRID 1047096Notes

Reaction equation

HRID 1047096 reaction equation
C([N:8]1[C:16]2[C:15](=[O:17])[N:14]([CH2:18][CH2:19][CH2:20][CH2:21][Br:22])[C:13](=[O:23])[N:12]([CH3:24])[C:11]=2[N:10]=[CH:9]1)C1C=CC=CC=1.[H][H]>CO.[OH-].[OH-].[Pd+2]>[Br:22][CH2:21][CH2:20][CH2:19][CH2:18][N:14]1[C:15](=[O:17])[C:16]2[NH:8][CH:9]=[N:10][C:11]=2[N:12]([CH3:24])[C:13]1=[O:23]

Participants

5

Reactant 2

HCID 67537541HCID 67537541, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68636256HCID 68636256, compoundYield 89.7%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A solution of 2.1 g (0.005 mole) of 95% 7-benzyl-1-(4-brombutyl)-3-methylxanthine in 50 mL methanol and 0.21 g of 20% palladium hydroxide on carbon is hydrated at 40° until cessation of hydrogen absorption (˜1.5 hours). The catalyst is filtered out and washed with hot methanol, then the filtrate is evaporated, yielding 1.35 g of 1-(4-brombutyl)-3-methylxanthine (VI, where R═H, R1=Me, n=4).

Workup

  1. filtrationThe catalyst is filtered out
  2. washwashed with hot methanol
  3. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-efc05f5835bc4683b4d0051c5638841a
Source dataset
uspto-grants-2013_10
Patent number
US08569489B2

Reaction notes

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