1,2-Dichlorobenzene → 7-Allyl-1H-indazol-6-ol

HRID 1815937

Reaction equation

HRID 1815937 reaction equation
C([O:4][C:5]1[CH:13]=[C:12]2[C:8]([CH:9]=[N:10][NH:11]2)=[CH:7][CH:6]=1)C=C.Cl[C:15]1[CH:20]=CC=C[C:16]=1Cl>>[CH2:20]([C:13]1[C:5]([OH:4])=[CH:6][CH:7]=[C:8]2[C:12]=1[NH:11][N:10]=[CH:9]2)[CH:15]=[CH2:16]

Participants

3

Reactant 2

HCID 72391,2-DichlorobenzeneHCID 224965696-Allyloxy-1H-indazole

Product 1

HCID 1358436477-Allyl-1H-indazol-6-olYield 60%

Procedure

A solution of the product from Step A (14.2 g, 82 mmol) in 1,2-dichlorobenzene (90 mL) was fluxed for 6 h and the reaction mixture was evaporated to a residue which was purified by chromatography (silica, EtOAc) to give a tan solid (8.59 g, 60%) that was used in the next step: LC/MS (+APCI) m/z 175 (M+H).

Workup

  1. customthe reaction mixture was evaporated to a residue which
  2. customwas purified by chromatography (silica, EtOAc)

Sources & evidence

ORD record
ord-36faabe96ce14c83ab09362c11ff1eb9
Source dataset
uspto-grants-2005_04
Patent number
US06881749B2

Linked notes

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