Acetic Acid → HCID 57335686, compound

HRID 2201107Notes

Reaction equation

HRID 2201107 reaction equation
[CH3:1][C:2]1[CH:6]=[C:5]([NH:7][C:8]2[CH:15]=[C:14]([NH:16][CH:17]3[CH2:23][CH2:22][CH2:21][CH2:20][NH:19][C:18]3=[O:24])[CH:13]=[CH:12][C:9]=2[C:10]#[N:11])[S:4][N:3]=1.[OH-].[Na+].OO.CC(O)=[O:31]>CCO.CS(C)=O>[CH3:1][C:2]1[CH:6]=[C:5]([NH:7][C:8]2[CH:15]=[C:14]([NH:16][CH:17]3[CH2:23][CH2:22][CH2:21][CH2:20][NH:19][C:18]3=[O:24])[CH:13]=[CH:12][C:9]=2[C:10]([NH2:11])=[O:31])[S:4][N:3]=1

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 675082872-(3-Methylisothiazol-5-ylamino)-4-(2-oxoazepan-3-ylamino)benzonitrile

Product 1

HCID 57335686HCID 57335686, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 702EthanolSolvent

Procedure

To 2-(3-methylisothiazol-5-ylamino)-4-(2-oxoazepan-3-ylamino)benzonitrile (143 mg, 0.263 mmol) in EtOH (2 mL) and DMSO (1 mL), aq. 1N NaOH (1 mL, 1.0 mmol) and aq. H2O2 (50%, 1 mL) were added. The mixture was stirred at room temperature for 3 h. HOAc (1 mL) was added. The mixture was then purified by HPLC to give the titled compound (72 mg). MS 360.3 (M+H); UV 202.1, 300.7 nm.

Workup

  1. customThe mixture was then purified by HPLC

Sources & evidence

ORD record
ord-94120a03ab054584a85fb20c464ff21c
Source dataset
uspto-grants-2016_06
Patent number
US09359375B2

Reaction notes

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