Hydrogen Peroxide → HCID 118666094, compound

HRID 630497Notes

Reaction equation

HRID 630497 reaction equation
[CH3:1][S:2][C:3]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)=[O:13])=[CH:9][CH:10]=2)[N:5]([C:20]2[N:25]=[CH:24][C:23]([C:26]3[CH:27]=[C:28]([CH:33]=[CH:34][CH:35]=3)[C:29]([O:31]C)=[O:30])=[CH:22][N:21]=2)[CH:4]=1.C[Si](C)(C)[O-:38].[K+].OO>C1COCC1.O.C(O)(=O)C>[CH3:1][S:2]([C:3]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)=[O:13])=[CH:9][CH:10]=2)[N:5]([C:20]2[N:25]=[CH:24][C:23]([C:26]3[CH:27]=[C:28]([CH:33]=[CH:34][CH:35]=3)[C:29]([OH:31])=[O:30])=[CH:22][N:21]=2)[CH:4]=1)=[O:38]

Participants

7

Reactant 3

HCID 784Hydrogen PeroxideHCID 23668039Potassium trimethylsilanolateHCID 118676805HCID 118676805, compound

Product 1

HCID 118666094HCID 118666094, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Prepared from methyl 3-(2-(3-(methylthio)-6-(morpholine-4-carbonyl)-1H-indol-1-yl)pyrimidin-5-yl)benzoate (precursor of example 192) in two reaction steps comprising an ester hydrolysis with potassium trimethylsilanolate in THF and water and an oxidation of the thioether with hydrogen peroxide in acetic acid. White solid. Yield: 90 mg. Melting range: 230-235° C.

Sources & evidence

ORD record
ord-a6a92645930d48558b9cd8da44975a37
Source dataset
uspto-grants-2016_04
Patent number
US09315490B2

Reaction notes

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