Acetic Acid → 3-(5-Formyl-2-furyl)-1-(4-picolyl)indazole

HRID 2227551Notes

Reaction equation

HRID 2227551 reaction equation
[O:1]1CCCO[CH:2]1[C:7]1[O:11][C:10]([C:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]([CH2:21][C:22]3[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=3)[N:13]=2)=[CH:9][CH:8]=1.C(O)(=O)C.O.C(OCC)(=O)C>CC(C)=O>[CH:2]([C:7]1[O:11][C:10]([C:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]([CH2:21][C:22]3[CH:23]=[CH:24][N:25]=[CH:26][CH:27]=3)[N:13]=2)=[CH:9][CH:8]=1)=[O:1]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 8857Ethyl AcetateHCID 158403293-(5-(1,3-Dioxan-2-yl)furan-2-yl)-1-(4-picolyl)indazole

Product 1

HCID 158403303-(5-Formyl-2-furyl)-1-(4-picolyl)indazole

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1 g (2.77 mmol) of 3-(5-(1,3-dioxan-2-yl)furan-2-yl)-1-(4-picolyl)indazole is dissolved in 10 ml of acetone, and 20 ml of 50 per cent strength acetic acid are added. The mixture is boiled for 1 hour, introduced into water and extracted with ethyl acetate and the organic phase is dried with sodium sulphate and evaporated in vacuo to give 0.8 g (95.3% of theory) of an oil. Rf (SiO2, ethyl acetate): 0.25

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialthe organic phase is dried with sodium sulphate
  3. customevaporated in vacuo
  4. customto give 0.8 g (95.3% of theory) of an oil

Sources & evidence

ORD record
ord-486b3be2c97f42c98a6fe2579ef0bd5f
Source dataset
uspto-grants-2002_07
Patent number
US06414009B1

Reaction notes

Loading…