HCID 23156218, compound → HCID 23156222, compound

HRID 252340Notes

Reaction equation

HRID 252340 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:11])[N:6]=[C:5]2[C:12]#[C:13][CH2:14][O:15][CH3:16]>CO.[Pd]>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:11])[N:6]=[C:5]2[CH2:12][CH2:13][CH2:14][O:15][CH3:16]

Participants

4

Reactant 1

HCID 23156218HCID 23156218, compound

Product 1

HCID 23156222HCID 23156222, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 54.00 g of 5-bromo-3-(3-methoxyprop-1-ynyl)-1-methyl-1H-indazole in 1700 ml of methanol is admixed at room temperature with 20.58 g of 10% Pd/C. The mixture is hydrogenated over 1.5 hours and clarified by filtration, and the filtrate is concentrated by evaporation. The title compound is obtained as a yellowish oil from the residue by means of flash chromatography (SiO2 60F). Rf=0.56 (1:1 EtOAc-heptane). Rt=4.37 (gradient I).

Workup

  1. filtrationclarified by filtration
  2. concentrationthe filtrate is concentrated by evaporation

Sources & evidence

ORD record
ord-b4e7f54da6564031a7eba91447837608
Source dataset
uspto-grants-2011_01
Patent number
US07868036B2

Reaction notes

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