HCID 118159602, compound → HCID 118159464, compound

HRID 628276Notes

Reaction equation

HRID 628276 reaction equation
[CH3:1][C:2]1[N:6]2[C:7]3[CH:13]=[C:12]([CH3:14])[N:11]([CH2:15][C:16]4[CH:21]=[CH:20][CH:19]=[C:18]([N+:22]([O-])=O)[CH:17]=4)[C:8]=3[CH:9]=[CH:10][C:5]2=[N:4][N:3]=1.[H][H]>CO.[Pd]>[CH3:1][C:2]1[N:6]2[C:7]3[CH:13]=[C:12]([CH3:14])[N:11]([CH2:15][C:16]4[CH:17]=[C:18]([CH:19]=[CH:20][CH:21]=4)[NH2:22])[C:8]=3[CH:9]=[CH:10][C:5]2=[N:4][N:3]=1

Participants

5

Reactant 2

HCID 118159602HCID 118159602, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 118159464HCID 118159464, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1,7-Dimethyl-6-(3-nitrobenzyl)-6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyridine (0.16 g, 0.50 mmol, from Example 25, Step 1) in methanol (100 mL) was hydrogenated for 6.5 hours under 1 atmosphere of hydrogen provided by a balloon, over 10% palladium on activated carbon (100 mg, 0.10 mmol, Degussa type, Aldrich). The reaction mixture was filtered through celite and concentrated to afford product as light yellow solid, which was used without further purification (0.14 g, 96%).

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationconcentrated
  3. customto afford product as light yellow solid, which
  4. customwas used without further purification (0.14 g, 96%)

Sources & evidence

ORD record
ord-33e82b62fe224931a358fb2ff427f291
Source dataset
uspto-grants-2016_04
Patent number
US09309246B2

Reaction notes

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