Acetic Acid → HCID 86685598, compound

HRID 2200481Notes

Reaction equation

HRID 2200481 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-d9486f2b200944c496bdf1234c249831
Source dataset
uspto-grants-2016_06
Patent number
US09359308B2

Reaction notes

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