HCID 23158122, compound → HCID 58328316, compound

HRID 601676Notes

Reaction equation

HRID 601676 reaction equation
[CH:1]([N:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:14]3[N:15]=[N:16][N:17]([C:20]4[C:21]([F:26])=[N:22][CH:23]=[CH:24][CH:25]=4)[C:18]=3[CH3:19])[CH:10]=2)[C:5]1=[O:27])([CH3:3])[CH3:2].[H][H]>[C].[Pd].C(O)C>[CH:1]([N:4]1[CH2:13][CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:14]3[N:15]=[N:16][N:17]([C:20]4[C:21]([F:26])=[N:22][CH:23]=[CH:24][CH:25]=4)[C:18]=3[CH3:19])[CH:10]=2)[C:5]1=[O:27])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 23158122HCID 23158122, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 58328316HCID 58328316, compoundYield 69.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

30 mg of palladium carbon was added to 10 ml of ethanol solution with 10 mg of 4-(2-isopropyl-1-oxo-isoquinoline-6-yl)-1-(2-fluoropyridine-3-yl)-5-methyl-1H-[1,2,3]triazole, and hydrogen was added under 4 atm of hydrogen pressure. 8 hours later, the reaction solution was filtrated and after distilling out the solvents of the filtrate under reduced pressure, the residues were separated and purified by thin-layer chromatography (chloroform/methanol=10/1) to obtain 7 mg of the above compound as a white solid.

Workup

  1. filtration8 hours later, the reaction solution was filtrated
  2. distillationafter distilling out the solvents of the filtrate under reduced pressure
  3. customthe residues were separated
  4. custompurified by thin-layer chromatography (chloroform/methanol=10/1)

Sources & evidence

ORD record
ord-e485e07a686d4f61928ef879adb34a7d
Source dataset
uspto-grants-2011_03
Patent number
US07902369B2

Reaction notes

Loading…