HCID 59627869, compound → HCID 59627865, compound

HRID 1256661Notes

Reaction equation

HRID 1256661 reaction equation
[C:1]([O:5][C:6]([N:8]([C:16]1[C:21]([N+:22]([O-])=O)=[CH:20][CH:19]=[C:18]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[N:17]=1)[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>[Pd].CO>[C:1]([O:5][C:6]([N:8]([C:16]1[C:21]([NH2:22])=[CH:20][CH:19]=[C:18]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[N:17]=1)[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 2

HCID 59627869HCID 59627869, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59627865HCID 59627865, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of di-tert-butyl(3-nitro-6-phenylpyridin-2-yl)imidodicarbonate (378 mg, 0.910 mmol) and MeOH (18.1 mL) was treated with 10% palladium on carbon (˜20 mg) and fitted with a hydrogen balloon. After 30 min the reaction was filtered through celite and concentrated to afford a residue which was used in the next reaction without purification. MS cal'd 386 (M+H)+, exp 386 (M+H)+.

Workup

  1. filtrationAfter 30 min the reaction was filtered through celite
  2. concentrationconcentrated
  3. customto afford a residue which
  4. customwas used in the next reaction without purification

Sources & evidence

ORD record
ord-83b34f877a0f491eb4d206d9f1611bd1
Source dataset
uspto-grants-2013_06
Patent number
US08461189B2

Reaction notes

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