Potassium Hydroxide → HCID 135815248, compound

HRID 1977641Notes

Reaction equation

HRID 1977641 reaction equation
C([O:4][CH:5]([C:12]1[NH:13][C:14](=[O:25])[C:15]2[N:20]([CH3:21])[N:19]=[C:18]([CH2:22][CH2:23][CH3:24])[C:16]=2[N:17]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)(=O)C.[OH-].[K+]>C(O)C>[OH:4][CH:5]([C:12]1[NH:13][C:14](=[O:25])[C:15]2[N:20]([CH3:21])[N:19]=[C:18]([CH2:22][CH2:23][CH3:24])[C:16]=2[N:17]=1)[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 135815270HCID 135815270, compound

Product 1

HCID 135815248HCID 135815248, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(1-methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)(phenyl)methyl acetate (1.311 g, 0.004 mol) was added to a solution of potassium hydroxide (232 mg, 0.0041 mol) in ethanol (60 ml). The resulting mixture was refluxed for 1 hour to give a colourless solution. On cooling, this was concentrated under reduced pressure, and the resulting residue partitioned between water and dichloromethane. The aqueous phase was acidified to pH3 with 1M aqueous hydrochloric acid solution and was extracted with dichloromethane/methanol (100 ml). The organic extracts were combined, dried (MgSO4), filtered and concentrated under reduced pressure.

Workup

  1. temperatureThe resulting mixture was refluxed for 1 hour
  2. customto give a colourless solution
  3. temperatureOn cooling
  4. concentrationthis was concentrated under reduced pressure
  5. customthe resulting residue partitioned between water and dichloromethane
  6. extractionwas extracted with dichloromethane/methanol (100 ml)
  7. dry with materialdried (MgSO4)
  8. filtrationfiltered
  9. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-2f940c52c22148bfb2f783d7a395042e
Source dataset
uspto-grants-2001_05
Patent number
US06235742B1

Reaction notes

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