Hydrogen Peroxide → HCID 19592175, compound

HRID 613262Notes

Reaction equation

HRID 613262 reaction equation
[C:1]([C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][CH:9]([N:13]([CH2:33][CH2:34][CH3:35])[CH2:14][CH2:15][CH2:16][CH2:17][NH:18][C:19](=[O:32])[C:20]3[CH:25]=[CH:24][C:23]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)=[CH:22][CH:21]=3)[CH2:10]2)=[CH:5][CH:4]=1)#[N:2].OO.O.C(=O)([O-])[O-:40].[K+].[K+]>CS(C)=O>[C:26]1([C:23]2[CH:24]=[CH:25][C:20]([C:19]([NH:18][CH2:17][CH2:16][CH2:15][CH2:14][N:13]([CH2:33][CH2:34][CH3:35])[CH:9]3[CH2:10][C:11]4[CH:12]=[C:3]([C:1]([NH2:2])=[O:40])[CH:4]=[CH:5][C:6]=4[CH2:7][CH2:8]3)=[O:32])=[CH:21][CH:22]=2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 962Water2×HCID 11430Potassium CarbonateHCID 19592115HCID 19592115, compound

Product 1

HCID 19592175HCID 19592175, compoundYield 82.3%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To a solution of 7-cyano-N-(4-(4-phenylbenzoylamino)butyl)-2-(R,S)-propylamino-1,2,3,4-tetrahydronaphthalene (0.983 g, 2.11 mmol) in dimethyl sulfoxide (4 ml) at 15° C. was added a solution of hydrogen peroxide in water (27.5% w/v; 0.26 ml; 2.12 mmol) followed by anhydrous potassium carbonate (0.42 g, 3.06 mmol). The mixture was stirred for 6 h at room temperature, then poured into water (100 ml) and the resulting solid filtered off to give the title compound (0.84 g, 82%).

Workup

  1. filtrationthe resulting solid filtered off

Sources & evidence

ORD record
ord-529335dea2a944a2a7fb6b7dd3f0ea6a
Source dataset
uspto-grants-1999_12
Patent number
US06008219

Reaction notes

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