Water → 6-Amino-2-{[2-(methoxy)ethyl]oxy}-9-(tetrahydro-3-furanylmethyl)-7,9-dihydro-8H-Purin-8-one

HRID 1011189Notes

Reaction equation

HRID 1011189 reaction equation
C[O:2][C:3]1[N:4]([CH2:18][CH:19]2[CH2:23][CH2:22][O:21][CH2:20]2)[C:5]2[C:10]([N:11]=1)=[C:9]([NH2:12])[N:8]=[C:7]([O:13][CH2:14][CH2:15][O:16][CH3:17])[N:6]=2.[H][H].O1CCOCC1.O.[OH-].[Na+]>CO>[NH2:12][C:9]1[N:8]=[C:7]([O:13][CH2:14][CH2:15][O:16][CH3:17])[N:6]=[C:5]2[C:10]=1[NH:11][C:3](=[O:2])[N:4]2[CH2:18][CH:19]1[CH2:23][CH2:22][O:21][CH2:20]1

Participants

6

Procedure

8-(Methoxy)-2-{[2-(methoxy)ethyl]oxy}-9-(tetrahydro-3-furanylmethyl)-9H-purin-6-amine (0.1233 g) was dissolved in methanol (5 mL). To this solution was added 4N hydrogen dioxane (2 mL), stirred at room temperature for 4 hours. The reaction mixture was evaporated under reduced pressure to give a gum. To this material was added water (3 mL) to give a solution, which was then neutralised (to pH 7) using 2N sodium hydroxide. This gave a white solid which was filtered under suction and then washed with a few drops of methanol. The solid was then air-dried under suction before being dried in under vacuo at 50° C. for 2 hours. This gave the title compound as a white solid (86 mg).

Workup

  1. customThe reaction mixture was evaporated under reduced pressure
  2. customto give a gum
  3. customto give a solution, which
  4. customThis gave a white solid which
  5. filtrationwas filtered under suction
  6. washwashed with a few drops of methanol
  7. customThe solid was then air-dried under suction
  8. custombefore being dried in under vacuo at 50° C. for 2 hours

Sources & evidence

ORD record
ord-36e6a5d0c81f415da30544b0e3701aba
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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