m-Chloroperbenzoic acid → HCID 67361648, compound

HRID 1464987Notes

Reaction equation

HRID 1464987 reaction equation
[CH3:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][C:3]=1[NH:13][C:14]([C:16]1[C:20]2[N:21]=[CH:22][N:23]=[C:24]([S:25][CH3:26])[C:19]=2[S:18][CH:17]=1)=[O:15].C1C=C(Cl)C=C(C(OO)=[O:35])C=1>C(Cl)Cl>[CH3:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][C:3]=1[NH:13][C:14]([C:16]1[C:20]2[N:21]=[CH:22][N:23]=[C:24]([S:25]([CH3:26])=[O:35])[C:19]=2[S:18][CH:17]=1)=[O:15]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 67360035HCID 67360035, compound

Product 1

HCID 67361648HCID 67361648, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Ethyl 4-methyl-3-(4-(methylthio)thieno[3,2-d]pyrimidine-7-carboxamido)benzoate (500 mg, 1.29 mmol) was dissolved in DCM (6 mL) and m-CPBA (290 mg, 1.67 mmol) was added thereto at 0° C. The reaction mixture was stirred at room temperature for 2 hours, diluted with DCM (30 mL) and washed with sat. NaHCO3 solution. The organic layer was dried with anhydrous MgSO4, filtered with Celite and concentrated to obtain the title compound without further purification.

Workup

  1. customat 0° C
  2. washwashed with sat. NaHCO3 solution
  3. dry with materialThe organic layer was dried with anhydrous MgSO4
  4. filtrationfiltered with Celite
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-2531ce8c748543078b63341501c3a95d
Source dataset
uspto-grants-2015_04
Patent number
US08999973B2

Reaction notes

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