Cyclohexylamine → 5-Bromo-6-(cyclohexylamino)-3-pyridinesulfonamide

HRID 930881Notes

Reaction equation

HRID 930881 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([S:9]([NH2:12])(=[O:11])=[O:10])[CH:5]=[N:6][C:7]=1Cl.[CH:13]1([NH2:19])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1>O1CCOCC1>[Br:1][C:2]1[CH:3]=[C:4]([S:9]([NH2:12])(=[O:11])=[O:10])[CH:5]=[N:6][C:7]=1[NH:19][CH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 7965CyclohexylamineHCID 47300225-Bromo-6-chloropyridine-3-sulfonamide

Product 1

HCID 896564385-Bromo-6-(cyclohexylamino)-3-pyridinesulfonamideYield 98.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of Example 86a (0.136 g, 0.5 mmol) and cyclohexanamine (0.198 g, 2.0 mmol) in dioxane (2 mL) was heated under microwave conditions (140° C., 1 hour). The solvent was removed, and the residue was purified by flash chromatography (3:2 ethyl acetate/hexanes) on silica gel to give 0.164 g of the title product.

Workup

  1. customThe solvent was removed
  2. customthe residue was purified by flash chromatography (3:2 ethyl acetate/hexanes) on silica gel

Sources & evidence

ORD record
ord-31129e02828443fcb822ef3010b781a0
Source dataset
uspto-grants-2016_03
Patent number
US09296741B2

Reaction notes

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