Hydrogen Peroxide → HCID 178527114, compound

HRID 635336Notes

Reaction equation

HRID 635336 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][C:17]3[NH:21][N:20]=[C:19]4[CH2:22][CH2:23][S:24][CH2:25][C:18]=34)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.OO.C(=O)([O-])[O-:29].[K+].[K+]>C(O)=O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][CH2:16][C:17]3[NH:21][N:20]=[C:19]4[CH2:22][CH2:23][S:24](=[O:29])[CH2:25][C:18]=34)[CH2:12][CH2:13]2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 11430Potassium CarbonateHCID 178505855HCID 178505855, compound

Product 1

HCID 178527114HCID 178527114, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

3-(3-(4-(4-Fluorophenyl)piperazin-1-yl)propyl)-2,4,6,7-tetrahydro-thiopyrano[4,3-c]pyrazole (0.5 g) obtained in Example 138 was dissolved in formic acid (5 ml) and 30% hydrogen peroxide (0.27 ml) was dropwise added under ice-cooling, and the mixture was stirred for 30 minutes at not more than 5° C. The reaction mixture was poured into ice water, made alkaline with potassium carbonate and extracted with ethyl acetate. After drying over magnesium sulfate, the solution was concentrated and recrystallized from isopropyl alcohol:isopropyl ether (1:2) to give 3-(3-(4-(4-fluorophenyl)piperazin-1-yl)propyl)-2,4,6,7-tetrahydrothiopyrano[4,3-c]pyrazole 5-oxide, m.p. 140-142° C.

Workup

  1. temperaturecooling
  2. extractionextracted with ethyl acetate
  3. dry with materialAfter drying over magnesium sulfate
  4. concentrationthe solution was concentrated
  5. customrecrystallized from isopropyl alcohol:isopropyl ether (1:2)

Sources & evidence

ORD record
ord-c0e76fcde3f94b2b87b3b909fd6a0089
Source dataset
uspto-grants-2001_02
Patent number
US06187774B1

Reaction notes

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