Magnesium 2-(dioxidan-2-ide-1-carbonyl)benzoate--water (1/1/6) → HCID 67364219, compound

HRID 1914945Notes

Reaction equation

HRID 1914945 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([C:8]2[CH:9]=[N:10][N:11]([CH3:13])[CH:12]=2)[CH:7]=1.O.O.O.O.O.O.C(O[O-])(=O)C1C(=CC=CC=1)C([O-])=[O:24].[Mg+2]>CC(O)C>[Br:1][C:2]1[CH:3]=[N+:4]([O-:24])[CH:5]=[C:6]([C:8]2[CH:9]=[N:10][N:11]([CH3:13])[CH:12]=2)[CH:7]=1

Participants

4

Reactant 2

HCID 21894687Magnesium 2-(dioxidan-2-ide-1-carbonyl)benzoate--water (1/1/6)HCID 576426663-Bromo-5-(1-methyl-1H-pyrazol-4-yl)pyridine

Product 1

HCID 67364219HCID 67364219, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A slurry of 266 mg (1.12 mmol) 3-bromo-5-(1-methyl-1H-pyrazol-4-yl)-pyridine and 1.30 g (2.23 mmol) magnesium monoperoxyphthalate hexahydrate (85%) in 5 ml 2-propanol was stirred for 18 hours at room temperature. The reaction mixture was evaporated and the residue partitioned between saturated sodium bicarbonate solution and dichloromethane. The organic phase was dried over sodium sulfate and evaporated yielding 3-bromo-5-(1-methyl-1H-pyrazol-4-yl)-pyridine 1-oxide as slightly yellow solid; HPLC-MS: 1.34 min, [M+H] 254/256.

Workup

  1. customThe reaction mixture was evaporated
  2. customthe residue partitioned between saturated sodium bicarbonate solution and dichloromethane
  3. dry with materialThe organic phase was dried over sodium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-1bd1db50a06f4712af7d59c23a498722
Source dataset
uspto-grants-2013_12
Patent number
US08614226B2

Reaction notes

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