m-Chloroperbenzoic acid → HCID 58169321, compound

HRID 1484893Notes

Reaction equation

HRID 1484893 reaction equation
[C:1]([NH:5][S:6]([C:9]1[O:10][C:11]([C:14]2[N:19]=[C:18]([S:20][CH3:21])[C:17]([Cl:22])=[CH:16][N:15]=2)=[CH:12][CH:13]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].C1C=C(Cl)C=C(C(OO)=[O:31])C=1>C(Cl)Cl>[C:1]([NH:5][S:6]([C:9]1[O:10][C:11]([C:14]2[N:19]=[C:18]([S:20]([CH3:21])=[O:31])[C:17]([Cl:22])=[CH:16][N:15]=2)=[CH:12][CH:13]=1)(=[O:7])=[O:8])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 58169556HCID 58169556, compound

Product 1

HCID 58169321HCID 58169321, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To the solution of N-tert-butyl-5-(5-chloro-4-(methylthio)pyrimidin-2-yl)furan-2-sulfonamide (150 mg, 0.42 mmol, 1.0 equiv.) in CH2Cl2 (3 mL) was added m-CPBA (124 mg, 0.54 mmol, 1.3 eq., 75% content) at 0° C. The reaction mixture was stirred for 30 minutes and then concentrated to produce N-tert-butyl-5-(5-chloro-4-(methyl sulfinyl)pyrimidin-2-yl)furan-2-sulfonamide. The residue was directly used for the next step. LC-MS (m/z)=378.0 [M+H]+.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-54e707ea64744acbb8506a15ee84047e
Source dataset
uspto-grants-2016_08
Patent number
US09422271B2

Reaction notes

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