p-Toluenesulfonic acid → HCID 57585896, compound

HRID 547617Notes

Reaction equation

HRID 547617 reaction equation
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([O:13][C:14]3[CH:19]=[CH:18][C:17]([CH:20]4OCC[O:21]4)=[CH:16][CH:15]=3)=[CH:10][CH:11]=2)[CH:6]=[N:5]1)(=[O:3])[CH3:2].CC1C=CC(S(O)(=O)=O)=CC=1>CC(C)=O>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([O:13][C:14]3[CH:19]=[CH:18][C:17]([CH:20]=[O:21])=[CH:16][CH:15]=3)=[CH:10][CH:11]=2)[CH:6]=[N:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 57585973HCID 57585973, compound

Product 1

HCID 57585896HCID 57585896, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1-Acetyl-5-{[4-(1,3-dioxolan-2-yl)phenyl]oxy}-1H-indazole (835 mg, 2.57 mmol) in 25 mL acetone was treated with MP-TsOH (Argonaut, macroporous polymer supported tosic acid, approximately 200 mg, 0.28 mmol) and stirred for 16 hours. The reaction was filtered and concentrated to provide 4-[(1-acetyl-1H-indazol-5-yl)oxy]benzaldehyde quantitatively, which was used without further purification.

Workup

  1. filtrationThe reaction was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-5afc4f6e81c241369e42ba4a1c13bc91
Source dataset
uspto-grants-2011_05
Patent number
US07939528B2

Reaction notes

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