5-nitro-6-((tetrahydro-2H-pyran-4-yl)methylamino)pyridine-3-sulfonamide → 5-Amino-6-((tetrahydro-2h-pyran-4-yl)methylamino)pyridine-3-sulfonamide

HRID 2168143Notes

Reaction equation

HRID 2168143 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([S:18]([NH2:21])(=[O:20])=[O:19])[CH:7]=[N:8][C:9]=1[NH:10][CH2:11][CH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1)([O-])=O.[H][H]>[Pd].C(O)C>[NH2:1][C:4]1[CH:5]=[C:6]([S:18]([NH2:21])(=[O:20])=[O:19])[CH:7]=[N:8][C:9]=1[NH:10][CH2:11][CH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1

Participants

5

Reactant 2

HCID 671268595-nitro-6-((tetrahydro-2H-pyran-4-yl)methylamino)pyridine-3-sulfonamideHCID 178418361HCID 178418361, compound

Product 1

HCID 671265755-Amino-6-((tetrahydro-2h-pyran-4-yl)methylamino)pyridine-3-sulfonamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of EXAMPLE 364E (0.16 g) and 5% palladium on carbon (0.025 g) in ethanol (5 mL) was treated with a balloon of hydrogen. The reaction mixture was stirred overnight. The solid was filtered off. The filtrate was concentrated. The residue was purified by flash chromatography on silica gel to give the title compound.

Workup

  1. filtrationThe solid was filtered off
  2. concentrationThe filtrate was concentrated
  3. customThe residue was purified by flash chromatography on silica gel

Sources & evidence

ORD record
ord-f21e6e196e454c8e80725868296d0ce1
Source dataset
uspto-grants-2015_06
Patent number
US09045475B2

Reaction notes

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