Sodium borohydride → HCID 19020644, compound

HRID 1109489Notes

Reaction equation

HRID 1109489 reaction equation
[CH:1]1([CH2:6][N:7]2[C:16](=[O:17])[C:15]3[N:14]([CH2:18][C:19](=[O:21])[CH3:20])[CH:13]=[N:12][C:11]=3[N:10]([CH2:22][CH:23]3[CH2:27][CH2:26][CH2:25][CH2:24]3)[C:8]2=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1.[BH4-].[Na+]>CO>[CH:1]1([CH2:6][N:7]2[C:16](=[O:17])[C:15]3[N:14]([CH2:18][CH:19]([OH:21])[CH3:20])[CH:13]=[N:12][C:11]=3[N:10]([CH2:22][CH:23]3[CH2:24][CH2:25][CH2:26][CH2:27]3)[C:8]2=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 19020646HCID 19020646, compound

Product 1

HCID 19020644HCID 19020644, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1,3-Di-cyclopentylmethyl-7-(2-oxopropyl)-xanthine was dissolved in methanol and stirred for 2 hours at room temperature with 5 equivalents of sodium borohydride. Thereafter, the solvent was removed in vacuo and the residue partitioned between dichloromethane and water. The organic layer was then separated and dried over sodium sulphate. After removing the organic solvent the title compound was crystallised from absolute ethanol as a white crystalline solid, m.p. 139° C.

Workup

  1. customThereafter, the solvent was removed in vacuo
  2. customthe residue partitioned between dichloromethane and water
  3. customThe organic layer was then separated
  4. dry with materialdried over sodium sulphate
  5. customAfter removing the organic solvent the title compound
  6. customwas crystallised from absolute ethanol as a white crystalline solid, m.p. 139° C.

Sources & evidence

ORD record
ord-ae44c0a732ef4ca59714f90536317f60
Source dataset
uspto-grants-1994_06
Patent number
US05321029

Reaction notes

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