Hydrogen Peroxide → HCID 57936138, compound

HRID 1435021Notes

Reaction equation

HRID 1435021 reaction equation
[CH3:1][C:2]1([CH3:28])[CH2:7][CH:6]([NH:8][C:9]2[N:14]=[C:13]([N:15]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[C:17]([C:24]#[N:25])=[CH:16]3)[CH:12]=[CH:11][N:10]=2)[CH2:5][C:4]([CH3:27])([CH3:26])[NH:3]1.[OH-:29].[Na+].OO.O>CCO.CCOCC>[CH3:1][C:2]1([CH3:28])[CH2:7][CH:6]([NH:8][C:9]2[N:14]=[C:13]([N:15]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[C:17]([C:24]([NH2:25])=[O:29])=[CH:16]3)[CH:12]=[CH:11][N:10]=2)[CH2:5][C:4]([CH3:27])([CH3:26])[NH:3]1

Participants

7

Reactant 4

HCID 784Hydrogen PeroxideHCID 962WaterHCID 14798Sodium HydroxideHCID 57936199HCID 57936199, compound

Product 1

HCID 57936138HCID 57936138, compoundYield 57%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

1-[2-(2,2,6,6-Tetramethyl-piperidin-4-ylamino)-pyrimidin-4-yl]-1H-indole-3-carbonitrile (Example 208, 100 mg, 0.27 mmol) was dissolved in EtOH (3 ml), treated with 10N-NaOH (1 ml) and hydrogenperoxide (30%, 1 ml) and the resulting mixture was stirred vigorously overnight. After addition of water (50 ml) the mixture was extracted with ethylacetate. Crystallisation with ether finally gave 60 mg (0.15 mmol, 57%) of the desired compound.

Workup

  1. extractionwas extracted with ethylacetate

Sources & evidence

ORD record
ord-50738377243644cdb867ca96105d73d6
Source dataset
uspto-grants-2009_11
Patent number
US07615562B2

Reaction notes

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