Potassium Hydroxide → HCID 67041900, compound

HRID 2382728Notes

Reaction equation

HRID 2382728 reaction equation
[OH-].[K+].C([O:5][C:6]([C:8]1[CH:9]=[N:10][N:11]([CH3:31])[C:12]=1[C:13](=[O:30])[NH:14][C:15]1[CH:20]=[CH:19][N:18]2[CH:21]=[C:22]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[N:23]=[C:17]2[CH:16]=1)=[O:7])C>C(O)C>[CH3:31][N:11]1[C:12]([C:13](=[O:30])[NH:14][C:15]2[CH:20]=[CH:19][N:18]3[CH:21]=[C:22]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[N:23]=[C:17]3[CH:16]=2)=[C:8]([C:6]([OH:7])=[O:5])[CH:9]=[N:10]1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 51034368HCID 51034368, compound

Product 1

HCID 67041900HCID 67041900, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

KOH (1.67 g, 26 mmol) was added to a solution of 1-methyl-5-(2-phenyl-imidazo[1,2-a]pyridin-7-ylcarbamoyl)-1H-pyrazole-4-carboxylic acid ethyl ester (Example 10, 6.65 g, 17 mmol) in ethanol (150 ml) and the mixture was heated to reflux (4 h). The solvent was evaporated and water and ethanol (as little as needed to avoid sticky precipitate) was added. HCl (conc., 12 ml) was added, the white suspension was stirred for 30 min (r.t.) and filtered. The precipitated title compound (7.19 g, 99%) was isolated and dried under vacuum. MS (m/e)=362.2 [M+H+].

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux (4 h)
  3. customThe solvent was evaporated
  4. additionwater and ethanol (as little as needed to avoid sticky precipitate) was added
  5. additionHCl (conc., 12 ml) was added
  6. filtrationfiltered
  7. customThe precipitated title compound (7.19 g, 99%)
  8. customwas isolated
  9. customdried under vacuum

Sources & evidence

ORD record
ord-7c6f53e9977944d9ae4fcb39bd642b8b
Source dataset
uspto-grants-2012_09
Patent number
US08263584B2

Reaction notes

Loading…