Acetic Acid → HCID 86685598, compound

HRID 332806Notes

Reaction equation

HRID 332806 reaction equation
[C:1]([C:3]1[N:4]=[CH:5][C:6]([NH:20][C:21]2([C:25]([NH2:27])=[O:26])[CH2:24][CH2:23][CH2:22]2)=[N:7][C:8]=1[NH:9][C:10]1[CH:11]=[C:12]2[C:17](=[CH:18][CH:19]=1)[N:16]=[CH:15][CH:14]=[CH:13]2)#[N:2].[OH-].[Na+].OO.CC(O)=[O:34]>CCO.CS(C)=O>[C:25]([C:21]1([NH:20][C:6]2[N:7]=[C:8]([NH:9][C:10]3[CH:11]=[C:12]4[C:17](=[CH:18][CH:19]=3)[N:16]=[CH:15][CH:14]=[CH:13]4)[C:3]([C:1]([NH2:2])=[O:34])=[N:4][CH:5]=2)[CH2:24][CH2:23][CH2:22]1)(=[O:26])[NH2:27]

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 86685597HCID 86685597, compound

Product 1

HCID 86685598HCID 86685598, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 702EthanolSolvent

Procedure

The compound 1-(5-cyano-6-(quinolin-6-ylamino)pyrazin-2-ylamino)cyclobutanecarboxamide (10 mg, 0.028 mmol) was dissolved in EtOH (1 mL) and DMSO (0.5 mL), aq. 1N NaOH (0.50 mL) and aq. H2O2 (30%, 0.50 mL) were added. The mixture was stirred at room temperature for 15 min. HOAc (0.1 mL) was added. The mixture was then concentrated in vacuo. The residue was purified by HPLC to give the titled compound (7 mg). MS378.2 (M+H); UV 204.8, 267.7, 297.8, 358.5 nm; t 0.423 min.

Workup

  1. concentrationThe mixture was then concentrated in vacuo
  2. customThe residue was purified by HPLC

Sources & evidence

ORD record
ord-3dcd8f8a9fa54fd58ddc4f97dbec5330
Source dataset
uspto-grants-2014_11
Patent number
US08877760B2

Reaction notes

Loading…