p-Toluenesulfonic acid → HCID 67021327, compound

HRID 735470Notes

Reaction equation

HRID 735470 reaction equation
[CH2:1]([N:8]1[C:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:15]2[C:10]([C:11]([C:23](O)([CH3:25])[CH3:24])=[CH:12][CH:13]=[CH:14]2)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC1C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH2:1]([N:8]1[C:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:15]2[C:10]([C:11]([C:23]([CH3:25])=[CH2:24])=[CH:12][CH:13]=[CH:14]2)=[N:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 670212542-(2-benzyl-3-phenyl-2H-indazol-7-yl)propan-2-ol

Product 1

HCID 67021327HCID 67021327, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
110 °C

Procedure

Fifty milligrams (50 mg; 0.15 mmol) of 2-(2-benzyl-3-phenyl-2H-indazol-7-yl)propan-2-ol (Example 520) were dissolved in 2 ml of toluene followed by the addition of 11 mg of TsOH. The mixture was heated at 110° C. for 1 hour. After cooling, the resulting solution was filtered through SiO2 plug affording, after evaporation, 45 mg of pure 2-benzyl-7-isopropenyl-3-phenyl-2H-indazole. Yield: 94%.

Workup

  1. temperatureAfter cooling
  2. filtrationthe resulting solution was filtered through SiO2 plug
  3. customaffording
  4. customafter evaporation, 45 mg of pure 2-benzyl-7-isopropenyl-3-phenyl-2H-indazole

Sources & evidence

ORD record
ord-c3b6d35993c24b1daf62f3bde5e9a802
Source dataset
uspto-grants-2009_09
Patent number
US07592363B2

Reaction notes

Loading…