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 574959Notes

Reaction equation

HRID 574959 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-d0a161809ab74b9b8c89a0b918135246
Source dataset
uspto-grants-2015_05
Patent number
US09034875B2

Reaction notes

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