Water → HCID 23115886, compound

HRID 346506Notes

Reaction equation

HRID 346506 reaction equation
[CH3:1][S:2][C:3]1[CH:4]=[C:5]([C:9]2[N:13]3[N:14]=[C:15]([N:18]4[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]4)[CH:16]=[CH:17][C:12]3=[N:11][N:10]=2)[CH:6]=[CH:7][CH:8]=1.ClC1C=CC=C(C(OO)=[O:32])C=1.[OH2:35]>C(Cl)Cl>[CH3:1][S:2]([C:3]1[CH:4]=[C:5]([C:9]2[N:13]3[N:14]=[C:15]([N:18]4[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]4)[CH:16]=[CH:17][C:12]3=[N:11][N:10]=2)[CH:6]=[CH:7][CH:8]=1)(=[O:32])=[O:35]

Participants

5

Reactant 3

HCID 962WaterHCID 70297m-Chloroperbenzoic acidHCID 23115895HCID 23115895, compound

Product 1

HCID 23115886HCID 23115886, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 3-[3-(methylsulfanyl)phenyl]-6-piperidin-1-yl-1,2,4-triazolo[4,3-b]pyridazine (550 mg) in methylene chloride (30 ml), 3-chloroperbenzoic acid (1.25 g) was added at room temperature, and the mixture was stirred for 13 hours. The reaction solution was combined with water, and diluted with methylene chloride. The organic phase washed successively with water, 1M aqueous solution of sodium hydroxide and brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resultant residue was purified by silica gel column chromatography (eluent:chloroform:methanol=98:2) and washed with ethanol to obtain 3-[3-(methylsulfonyl)phenyl]-6-piperidin-1-yl-1,2,4-triazolo[4,3-b]pyridazine (250 mg) as colorless crystals.

Workup

  1. washThe organic phase washed successively with water, 1M aqueous solution of sodium hydroxide and brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe resultant residue was purified by silica gel column chromatography (eluent:chloroform:methanol=98:2)
  5. washwashed with ethanol

Sources & evidence

ORD record
ord-dd6074396acf48eab18ec35d62eebf52
Source dataset
uspto-grants-2007_02
Patent number
US07173033B2

Reaction notes

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