5-[6-(1-Hydroxy-1-methylethyl)pyridin-3-yl]-2-nitrothiophene-3-carboxamide → 2-Amino-5-[6-(1-hydroxy-1-methylethyl)pyridin-3-yl]thiophene-3-carboxamide

HRID 385737Notes

Reaction equation

HRID 385737 reaction equation
[OH:1][C:2]([C:5]1[N:10]=[CH:9][C:8]([C:11]2[S:15][C:14]([N+:16]([O-])=O)=[C:13]([C:19]([NH2:21])=[O:20])[CH:12]=2)=[CH:7][CH:6]=1)([CH3:4])[CH3:3]>CO.[Pt]>[NH2:16][C:14]1[S:15][C:11]([C:8]2[CH:9]=[N:10][C:5]([C:2]([OH:1])([CH3:3])[CH3:4])=[CH:6][CH:7]=2)=[CH:12][C:13]=1[C:19]([NH2:21])=[O:20]

Participants

4

Reactant 1

HCID 595258015-[6-(1-Hydroxy-1-methylethyl)pyridin-3-yl]-2-nitrothiophene-3-carboxamide

Product 1

HCID 595262872-Amino-5-[6-(1-hydroxy-1-methylethyl)pyridin-3-yl]thiophene-3-carboxamide

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 887MethanolSolvent2×

Procedure

To 5-[6-(1-hydroxy-1-methylethyl)pyridin-3-yl]-2-nitrothiophene-3-carboxamide (245 mg, 0.80 mmol) in MeOH (20 mL) was added 3% Pt/C doped with 0.6% V (52 mg, 8.0 μmol). The reaction was stirred under a hydrogen balloon at room temperature for 4 h. The solution was diluted with MeOH, filtered through Celite, and evaporated to give the title compound as a gray solid.

Workup

  1. filtrationfiltered through Celite
  2. customevaporated

Sources & evidence

ORD record
ord-aea4087658dc4ec3906237c71749853f
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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