Water → HCID 135593028, compound

HRID 584821Notes

Reaction equation

HRID 584821 reaction equation
C(O[K])(C)(C)C.C1COCC1.[C:12]1([CH3:34])[CH:17]=[C:16]([CH3:18])[CH:15]=[C:14]([CH3:19])[C:13]=1[C:20]1[C:21]([CH3:33])=[N:22][N:23]2[C:28]3[NH:29][CH2:30][CH2:31][C:27]=3[C:26]([CH3:32])=[N:25][C:24]=12.O>C1COCC1>[C:12]1([CH3:34])[CH:17]=[C:16]([CH3:18])[CH:15]=[C:14]([CH3:19])[C:13]=1[C:20]1[C:21]([CH3:33])=[N:22][N:23]2[C:28]3[NH:29][CH:30]=[CH:31][C:27]=3[C:26]([CH3:32])=[N:25][C:24]=12

Participants

5

Reactant 3

HCID 962WaterHCID 135593031HCID 135593031, compoundHCID 178420654HCID 178420654, compound

Product 1

HCID 135593028HCID 135593028, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.0 M tert-BuOK/THF (0.29 mL, 0.29 mmol) was added to a solution of 3-mesityl-2,5-dimethyl-7,8-dihydro-6H-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidine (80 mg, 0.261 mmol) prepared in Example 72 in THF (4 mL), which was at room temperature, followed by stirring at room temperature for 15 hours. Water was added, and the mixture was extracted with ethyl acetate, washed with brine, dried over MgSO4 and the solvent was evaporated. The residue was subjected to silica gel column chromatography (25% ethyl acetate/hexane), to give the title compound (50 mg, 63%) as white crystals.

Workup

  1. customwas at room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. washwashed with brine
  4. dry with materialdried over MgSO4
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-9b77be16345a41f79d49c62168c8f04e
Source dataset
uspto-grants-2005_08
Patent number
US06927221B2

Reaction notes

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