Water → HCID 59314326, compound

HRID 1047709Notes

Reaction equation

HRID 1047709 reaction equation
C(O[C:4]([C:6]1([NH:15][C:16]([C:18]2[C:19]3[N:20]=[CH:21][CH:22]=[N:23]C=3C=CC=2)=O)[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7]1)=[O:5])C.[OH-:28].[K+].[OH2:30]>CCO>[N:23]1[C:22]2[C:21](=[CH:4][CH:6]=[CH:7][CH:8]=2)[N:20]=[CH:19][C:18]=1[C:16]([NH:15][C:6]1([C:4]([OH:5])=[O:30])[CH2:7][C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:14]1)=[O:28]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 68590223HCID 68590223, compound

Product 1

HCID 59314326HCID 59314326, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The mixture of 2-[(quinoxaline-5-carbonyl)-amino]-indan-2-carboxylic acid ethyl ester (56) (480 mg, 1.33 mmol) and KOH (1 g, 18 mmol) is dissolved in EtOH (13 mL) and water (1 mL) under a water bath. The water bath is removed when KOH is completely dissolved and the resulting reaction solution is stirred at RT for 8 h. After concentration in vacuo, the residue is dissolved in water (40 mL) and acidified with conc. HCl dropwise until no more precipitate formed. The precipitate is filtered to give a pure product (54) as a brown solid (444 mg, 100%).

Workup

  1. customThe water bath is removed when KOH
  2. dissolutionis completely dissolved
  3. customthe resulting reaction solution
  4. concentrationAfter concentration in vacuo
  5. dissolutionthe residue is dissolved in water (40 mL)
  6. customformed
  7. filtrationThe precipitate is filtered

Sources & evidence

ORD record
ord-9a7e1421ad0942ba89ae5611355ed108
Source dataset
uspto-grants-2013_10
Patent number
US08569535B2

Reaction notes

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