Potassium Carbonate → 5-(1H-indazol-5-yl)-2-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7(4H)-one

HRID 923314Notes

Reaction equation

HRID 923314 reaction equation
C([N:4]1[C:12]2[C:7](=[CH:8][C:9]([C:13]3[NH:14][C:15]4[N:16]([N:20]=[C:21]([CH3:23])[N:22]=4)[C:17](=[O:19])[CH:18]=3)=[CH:10][CH:11]=2)[CH:6]=[N:5]1)(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO.O>[NH:4]1[C:12]2[C:7](=[CH:8][C:9]([C:13]3[NH:14][C:15]4[N:16]([N:20]=[C:21]([CH3:23])[N:22]=4)[C:17](=[O:19])[CH:18]=3)=[CH:10][CH:11]=2)[CH:6]=[N:5]1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 178473987HCID 178473987, compound

Product 1

HCID 1784324135-(1H-indazol-5-yl)-2-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7(4H)-one

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

To a solution of 5-(1-acetyl-1H-indazol-5-yl)-2-methyl-[1,2,4]triazolo[1,5-α]pyrimidin-7(4H)-one (100 mg, crude) in methanol (3 ml) was added a solution of potassium carbonate (45 mg, 0.33 mmol) in water (1 ml), and the mixture was stirred overnight at room temperature. The resulting solution was concentrated under vacuum to give a residue, which was diluted with water (5 ml). The solids were collected by filtration and purified by Prep-HPLC to afford 5-(1H-indazol-5-yl)-2-methyl-[1,2,4]triazolo[1,5-α]pyrimidin-7(4H)-one as a white solid (28.7 mg, 7% 2 steps).

Workup

  1. concentrationThe resulting solution was concentrated under vacuum
  2. customto give a residue, which
  3. filtrationThe solids were collected by filtration
  4. custompurified by Prep-HPLC

Sources & evidence

ORD record
ord-a9dd3c798ae74b36bc6d98d6bbfabebc
Source dataset
uspto-grants-2016_03
Patent number
US09278973B2

Reaction notes

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