Tetrahydrofuran → HCID 136398803, compound

HRID 261080Notes

Reaction equation

HRID 261080 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[NH2:6][C:7]1[N:8]([CH3:21])[N:9]=[C:10]2[C:15]=1[C:14](=[O:16])[NH:13][C:12]([C:17]([CH3:20])([CH3:19])[CH3:18])=[N:11]2.O1CCCC1>C(N(CC)CC)C>[CH3:21][N:8]1[C:7]([N:6]([S:2]([CH3:1])(=[O:4])=[O:3])[S:2]([CH3:1])(=[O:4])=[O:3])=[C:15]2[C:10]([N:11]=[C:12]([C:17]([CH3:18])([CH3:20])[CH3:19])[NH:13][C:14]2=[O:16])=[N:9]1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 31297Methanesulfonyl chlorideHCID 135702342HCID 135702342, compound

Product 1

HCID 136398803HCID 136398803, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Methanesulphonyl chloride (12.9 g) was added slowly to a stirred mixture of 3-amino-2-methyl-6-(1,1-dimethylethyl)-2,5-dihydropyrazolo[3,4-d]pyrimidin-4-one (11 g) prepared as in Example 1, tetrahydrofuran (85 ml) and triethylamine (21 ml), causing the mixture to boil. The mixture was heated under reflux for 3 hours, and was then cooled and filtered. The filtrate was then evaporated to dryness, and the residue was washed with 80:20 ethanol/water to give the title compound, m.p. 258°-259° C.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 3 hours
  3. temperaturewas then cooled
  4. filtrationfiltered
  5. customThe filtrate was then evaporated to dryness
  6. washthe residue was washed with 80:20 ethanol/water

Sources & evidence

ORD record
ord-4f3440688af344a3ba10e6df5addfa81
Source dataset
uspto-grants-1979_08
Patent number
US04163846

Reaction notes

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