HCID 23158304, compound → HCID 58328339, compound

HRID 601674Notes

Reaction equation

HRID 601674 reaction equation
[F:1][CH:2]([F:27])[N:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:13]3[N:14]=[N:15][N:16]([C:19]4[C:20]([F:25])=[N:21][CH:22]=[CH:23][CH:24]=4)[C:17]=3[CH3:18])[CH:9]=2)[C:4]1=[O:26].[H][H]>[C].[Pd].C(O)C>[F:27][CH:2]([F:1])[N:3]1[CH2:12][CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:13]3[N:14]=[N:15][N:16]([C:19]4[C:20]([F:25])=[N:21][CH:22]=[CH:23][CH:24]=4)[C:17]=3[CH3:18])[CH:9]=2)[C:4]1=[O:26]

Participants

5

Reactant 2

HCID 23158304HCID 23158304, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 58328339HCID 58328339, compoundYield 28.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

After adding 20 mg of palladium carbon to 10 ml solution of ethanol with 7 mg of 4-(2-difluoromethyl-1-oxo-isoquinoline-6-yl)-1-(2-fluoropyridine-3-yl)-5-methyl-1H-[1,2,3]triazole, 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 2 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-2b21aab6036b4ffebc24c1f7a702a9da
Source dataset
uspto-grants-2011_03
Patent number
US07902369B2

Reaction notes

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