Potassium Carbonate → HCID 178515493, compound

HRID 923312Notes

Reaction equation

HRID 923312 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]([C:23]5[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=5)[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]([C:23]5[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=5)[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 1784739855-(1-acetyl-1H-indazol-5-yl)-2-(pyridin-2-yl)-4H,7H-[1,2,4]triazolo[1,5-a]pyrimidin-7-one

Product 1

HCID 178515493HCID 178515493, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of 5-(1-acetyl-1H-indazol-5-yl)-2-(pyridin-2-yl)-4H,7H-[1,2,4]triazolo[1,5-α]pyrimidin-7-one (120 mg, crude) in methanol (10 ml) was added a solution of potassium carbonate (48 mg, 0.35 mmol) in water (1 ml), and the reaction was stirred overnight at room temperature. The resulting solution was concentrated and diluted with water (5 ml). The solids were collected by filtration to give a crude product, which was purified by Flash-Prep-HPLC to afford 5-(1H-indazol-5-yl)-2-(pyridin-2-yl)-[1,2,4]triazolo[1,5-α]pyrimidin-7(4H)-one as a brown solid (36.9 mg, 12% 2 steps).

Workup

  1. concentrationThe resulting solution was concentrated
  2. additiondiluted with water (5 ml)
  3. filtrationThe solids were collected by filtration
  4. customto give a crude product, which
  5. customwas purified by Flash-Prep-HPLC

Sources & evidence

ORD record
ord-5e0d27af16684f8da8a6670d021f420f
Source dataset
uspto-grants-2016_03
Patent number
US09278973B2

Reaction notes

Loading…