Diisopropylethylamine → 5-Chloro-6-(1-cyclopropylpiperidin-4-ylamino)pyridine-3-sulfonamide

HRID 1518881Notes

Reaction equation

HRID 1518881 reaction equation
[Cl: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([N:16]2[CH2:21][CH2:20][CH:19]([NH2:22])[CH2:18][CH2:17]2)[CH2:15][CH2:14]1.C(N(CC)C(C)C)(C)C>O1CCOCC1>[Cl:1][C:2]1[CH:3]=[C:4]([S:9]([NH2:12])(=[O:11])=[O:10])[CH:5]=[N:6][C:7]=1[NH:22][CH:19]1[CH2:20][CH2:21][N:16]([CH:13]2[CH2:15][CH2:14]2)[CH2:17][CH2:18]1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 47309215,6-Dichloropyridine-3-sulfonamideHCID 162276441-Cyclopropylpiperidin-4-amine

Product 1

HCID 671692335-Chloro-6-(1-cyclopropylpiperidin-4-ylamino)pyridine-3-sulfonamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of EXAMPLE 387A (0.4 g), 1-cyclopropylpiperidin-4-amine (0.3 g) and N,N-diisopropylethylamine (0.37 mL) in dioxane (3 mL) was heated at 100° C. for 18 hours. The crude product was isolated by concentration and was purified on silica gel, which was eluted with ethyl acetate to give the title compound.

Workup

  1. customThe crude product was isolated by concentration
  2. customwas purified on silica gel, which
  3. washwas eluted with ethyl acetate

Sources & evidence

ORD record
ord-5f8b79da0bba45abbd8d00d01069f7ce
Source dataset
uspto-grants-2015_07
Patent number
US09072748B2

Reaction notes

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