HCID 89855035, compound → HCID 89855069, compound

HRID 931257Notes

Reaction equation

HRID 931257 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[CH2:13][C:12]([F:15])([F:14])[CH2:11][CH:10]([C:16]([N:18]([CH3:20])[CH3:19])=[O:17])[CH2:9]2)[CH:5]=[CH:4][C:3]=1[N+:21]([O-])=O>C(O)C.[Pd]>[NH2:21][C:3]1[CH:4]=[CH:5][C:6]([N:8]2[CH2:13][C:12]([F:15])([F:14])[CH2:11][CH:10]([C:16]([N:18]([CH3:20])[CH3:19])=[O:17])[CH2:9]2)=[N:7][C:2]=1[NH2:1]

Participants

4

Reactant 1

HCID 89855035HCID 89855035, compound

Product 1

HCID 89855069HCID 89855069, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 1-(6-amino-5-nitropyridin-2-yl)-5,5-difluoro-N,N-dimethylpiperidine-3-carboxamide (400 mg, 1.21 mmol) in ethanol (50 mL) was added 10% palladium-on-carbon (300 mg). After 2 h under hydrogen, the mixture was filtered through Celite which was then washed with ethanol to afford 1-(5,6-diaminopyridin-2-yl)-5,5-difluoro-N,N-dimethylpiperidine-3-carboxamide as a filtrate that was directly used for the next step.

Workup

  1. filtrationthe mixture was filtered through Celite which
  2. washwas then washed with ethanol

Sources & evidence

ORD record
ord-41aac314dcd945768c59a11290ecd947
Source dataset
uspto-grants-2016_03
Patent number
US09296745B2

Reaction notes

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