m-Chloroperbenzoic acid → N-(2-Amino-2-oxoethyl)-1-(5-(4-methoxypyridin-2-yl)pyrimidin-2-yl)-N-methyl-3-(methylsulfinyl)-1H-indole-6-carboxamide

HRID 630524Notes

Reaction equation

HRID 630524 reaction equation
[NH2:1][C:2](=[O:33])[CH2:3][N:4]([CH3:32])[C:5]([C:7]1[CH:15]=[C:14]2[C:10]([C:11]([S:30][CH3:31])=[CH:12][N:13]2[C:16]2[N:21]=[CH:20][C:19]([C:22]3[CH:27]=[C:26]([O:28][CH3:29])[CH:25]=[CH:24][N:23]=3)=[CH:18][N:17]=2)=[CH:9][CH:8]=1)=[O:6].ClC1C=C(C=CC=1)C(OO)=[O:39]>>[NH2:1][C:2](=[O:33])[CH2:3][N:4]([CH3:32])[C:5]([C:7]1[CH:15]=[C:14]2[C:10]([C:11]([S:30]([CH3:31])=[O:39])=[CH:12][N:13]2[C:16]2[N:17]=[CH:18][C:19]([C:22]3[CH:27]=[C:26]([O:28][CH3:29])[CH:25]=[CH:24][N:23]=3)=[CH:20][N:21]=2)=[CH:9][CH:8]=1)=[O:6]

Participants

3

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 118666290N-(2-Amino-2-oxoethyl)-1-(5-(4-methoxypyridin-2-yl)pyrimidin-2-yl)-N-methyl-3-(methylthio)-1H-indole-6-carboxamide

Product 1

HCID 118666030N-(2-Amino-2-oxoethyl)-1-(5-(4-methoxypyridin-2-yl)pyrimidin-2-yl)-N-methyl-3-(methylsulfinyl)-1H-indole-6-carboxamide

Procedure

Oxidation of 283a) with m-chloroperoxybenzoic acid (0.18 g, 0.39 mmol). White solid. Yield: 0.065 g (35% of theory)

Sources & evidence

ORD record
ord-c877db91b33a45039dbd370057f0d9df
Source dataset
uspto-grants-2016_04
Patent number
US09315490B2

Reaction notes

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