Hydrogen Peroxide → HCID 44176981, compound

HRID 657530Notes

Reaction equation

HRID 657530 reaction equation
[CH2:1]([S:8][C:9]1[N:10]=[N:11][C:12]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][CH2:23][CH2:24][N:25]3[CH2:29][CH2:28][CH2:27][C@H:26]3[CH3:30])=[CH:17][CH:16]=2)=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:31]O.O>CC(O)=O>[CH3:30][C@@H:26]1[CH2:27][CH2:28][CH2:29][N:25]1[CH2:24][CH2:23][CH2:22][O:21][C:18]1[CH:19]=[CH:20][C:15]([C:12]2[N:11]=[N:10][C:9]([S:8]([CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[O:31])=[CH:14][CH:13]=2)=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 962WaterHCID 44176862HCID 44176862, compound

Product 1

HCID 44176981HCID 44176981, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3-Benzylsulfanyl-6-{4-[3-((R)-2-methyl-pyrrolidin-1-yl)-propoxy]-phenyl}-pyridazine (0.08 g, 0.19 mmol) was dissolved in CH3CO2H (3 mL) and a 50% solution of H2O2 in H2O (0.026 mL, 0.16 mmol) was introduced. The reaction mixture was stirred and monitored by LC-MS, and after 5 h was evaporated to a residue, which was treated with H2O (20 mL) and CH2Cl2 (30 mL). The organic layer was washed with saturated NaHCO3 solution (20 mL), saturated brine (10 mL) and dried (MgSO4) before being evaporated to a white solid (0.051 g, 64%), m.p. 145° C.

Workup

  1. customafter 5 h was evaporated to a residue, which
  2. additionwas treated with H2O (20 mL) and CH2Cl2 (30 mL)
  3. washThe organic layer was washed with saturated NaHCO3 solution (20 mL), saturated brine (10 mL)
  4. dry with materialdried (MgSO4)
  5. custombefore being evaporated to a white solid (0.051 g, 64%), m.p. 145° C.

Sources & evidence

ORD record
ord-e23224e874334c6b91cd7de4d8f4fd18
Source dataset
uspto-grants-2011_12
Patent number
US08076331B2

Reaction notes

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