m-Chloroperbenzoic acid → 4-Cyclopropyl-3-iodopyridine 1-oxide
Reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH:12]1([C:15]2[CH:20]=[CH:19][N:18]=[CH:17][C:16]=2[I:21])[CH2:14][CH2:13]1>C(Cl)Cl>[CH:12]1([C:15]2[CH:20]=[CH:19][N+:18]([O-:9])=[CH:17][C:16]=2[I:21])[CH2:14][CH2:13]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
m-Chloroperbenzoic acid (408 mg, 2.36 mmol) was added to the solution of 4-cyclopropyl-3-iodopyridine (I-30a: 200 mg. 0.816 mmol) in DCM (10 mL) and the resulting mixture was stirred at room temperature for 3 hours. The reaction was monitored by TLC. The reaction mixture was quenched with ice and diluted with DCM. The organic layer was washed with dilute NaOH solution, water and brine solution, dried over sodium sulphate and concentrated to afford 200 mg of the product (94.7% yield).
Workup
- customThe reaction mixture was quenched with ice
- additiondiluted with DCM
- washThe organic layer was washed with dilute NaOH solution, water and brine solution
- dry with materialdried over sodium sulphate
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-40ca9718f9de439f8c86ae22bbbd84ad
- Source dataset
- uspto-grants-2015_05
- Patent number
- US09029399B2
Reaction notes
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