HCID 178526704, compound → HCID 178507771, compound

HRID 1890349Notes

Reaction equation

HRID 1890349 reaction equation
[CH:1]1([NH:7][C:8]2[N:13]=[C:12]([OH:14])[CH:11]=[CH:10][C:9]=2[N+:15]([O-])=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>CO.[Pd]>[NH2:15][C:9]1[CH:10]=[CH:11][C:12]([OH:14])=[N:13][C:8]=1[NH:7][CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 178526704HCID 178526704, compound

Product 1

HCID 178507771HCID 178507771, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

6-(Cyclohexylamino)-5-nitropyridin-2-ol (0.2 g, 0.843 mmol) was dissolved in methanol (168 mL). Palladium (5% Pd/C, 145 mg, 0.0063 mmol) was added. The reaction was flushed with nitrogen and stirred under a balloon filled with hydrogen for 3 h at room temperature. The reaction was monitored by TLC until the starting materials were consumed. The mixture was filtered through Celite® and concentrated to give the title compound as a dark green solid which was used immediately in next step without further purification.

Workup

  1. customThe reaction was flushed with nitrogen
  2. additionfilled with hydrogen for 3 h at room temperature
  3. customwere consumed
  4. filtrationThe mixture was filtered through Celite®
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-fcfd0c686800469fbeb754eed37849fd
Source dataset
uspto-grants-2013_08
Patent number
US08507473B2

Reaction notes

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