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

HRID 1404294Notes

Reaction equation

HRID 1404294 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-bf812a58e9f64d56be1f473dea10cb33
Source dataset
uspto-grants-2014_12
Patent number
US08912216B2

Reaction notes

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