m-Chloroperbenzoic acid → HCID 86760398, compound

HRID 348485Notes

Reaction equation

HRID 348485 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[C:12]([CH3:22])=[N:13][C:14]([S:17][CH2:18][C:19](=[O:21])[NH2:20])=[N:15][CH:16]=2)=[O:10])=[CH:4][CH:3]=1.C1C=C(Cl)C=C(C(OO)=[O:31])C=1>ClCCl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[C:12]([CH3:22])=[N:13][C:14]([S:17]([CH2:18][C:19](=[O:21])[NH2:20])=[O:31])=[N:15][CH:16]=2)=[O:10])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 86760396HCID 86760396, compound

Product 1

HCID 86760398HCID 86760398, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2-carbamoylmethylsulfanyl-4-methylpyrimidine-5-carboxylic acid (4-fluorophenyl)amide (77 mg, 0.24 mmol) and m-CPBA (64 mg, 0.37 mmol) in 2 mL of dichloromethane was stirred at ambient temperature for 16 h. The reaction was concentrated in vacuo and chromatographed through SiO2 (5–10% methanol/dichloromethane), to afford 53 mg (66% yield) of the titled product. ApcI-MS m/z 337 (MH+).

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. customchromatographed through SiO2 (5–10% methanol/dichloromethane)

Sources & evidence

ORD record
ord-f524ee088360465cba1a3f7be731e3bd
Source dataset
uspto-grants-2007_02
Patent number
US07176310B1

Reaction notes

Loading…