Potassium Hydroxide → HCID 58156062, compound

HRID 538216Notes

Reaction equation

HRID 538216 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([C:11]2[NH:23][C:14]3=[N:15][C:16]4[C:21]([N:22]=[C:13]3[N:12]=2)=[CH:20][CH:19]=[CH:18][CH:17]=4)[CH:10]=1)=[O:5])C.[OH-].[K+]>C1COCC1>[NH:23]1[C:14]2=[N:15][C:16]3[C:21]([N:22]=[C:13]2[N:12]=[C:11]1[N:9]1[CH:10]=[C:6]([C:4]([OH:5])=[O:3])[CH:7]=[N:8]1)=[CH:20][CH:19]=[CH:18][CH:17]=3

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 66937534HCID 66937534, compound

Product 1

HCID 58156062HCID 58156062, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 1-(1H-Imidazo[4,5-b]quinoxalin-2-yl)-1H-pyrazole-4-carboxylic acid ethyl ester (0.110 g, 0.360 mmol), aqueous KOH (1M, 3.0 mL) and THF (3.0 mL) was stirred for 4 h. The mixture was concentrated and the aqueous residue was acidified to pH 2 with 1M aqueous HCl. The resulting precipitate was collected by filtration to yield the titled compound (89.0 mg, 89%). MS (ESI/CI): mass calcd. for C13H8N6O2, 280.2; m/z found, 281.1 [M+H]+. 1H NMR (500 MHz, DMSO-d6): 13.32-12.37 (br m, 1H), 9.03 (s, 1H), 8.19 (s, 1H), 7.94 (d, J=8.2 Hz, 1H), 7.89 (d, J=8.3 Hz, 1H), 7.76 (t, J=7.6 Hz, 1H), 7.61 (t, J=7.0 Hz, 1H).

Workup

  1. concentrationThe mixture was concentrated
  2. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-f188169012b24f8ebbb949caac1518e7
Source dataset
uspto-grants-2014_10
Patent number
US08865713B2

Reaction notes

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