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 2040317Notes

Reaction equation

HRID 2040317 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-b09fa488241f498890469ae8b4690aa3
Source dataset
uspto-grants-2013_11
Patent number
US08580794B2

Reaction notes

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