Hydrogen Peroxide → HCID 86673507, compound

HRID 629021Notes

Reaction equation

HRID 629021 reaction equation
OO.[CH3:3][S:4][C:5]1[C:6]([N:27]2[CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)=[N:7][C:8]([C:11]2[CH:16]=[CH:15][C:14]([NH:17][C:18](=[O:26])[O:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:13][CH:12]=2)=[N:9][CH:10]=1.CC(OC(C)=O)=[O:35]>C(Cl)Cl>[CH3:3][S:4]([C:5]1[C:6]([N:27]2[CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)=[N:7][C:8]([C:11]2[CH:12]=[CH:13][C:14]([NH:17][C:18](=[O:26])[O:19][C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)=[CH:15][CH:16]=2)=[N:9][CH:10]=1)=[O:35]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 7918Acetic AnhydrideHCID 67295418HCID 67295418, compound

Product 1

HCID 86673507HCID 86673507, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The H2O2 (0.32 ml, 3.13 mmole) solution was added to a stirred solution of phenyl 4-(5-(methylthio)-4-morpholinopyrimidin-2-yl)phenylcarbamate (0.54 g, 1.28 mmole), CH2Cl2 (7 ml), Ac2O (0.13 ml), and silica gel (230-400 mesh, 200 mg). The solution was stirred at room temperature for 2-3 hrs, and quenched with NaHSO3(aq) (70 ml), and NaHCO3(aq) (70 ml), the solvent was removed, the residue was chromatographed to give the product (71%) as a white solid.

Workup

  1. customquenched with NaHSO3(aq) (70 ml), and NaHCO3(aq) (70 ml)
  2. customthe solvent was removed
  3. customthe residue was chromatographed

Sources & evidence

ORD record
ord-bdd8791a74e246dfa1eb2d5d43bf27be
Source dataset
uspto-grants-2016_04
Patent number
US09315491B2

Reaction notes

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