4-(2-Isopropenyl-6-pyrrolidin-1-yl-pyridine-4-sulfonyl)-phenylamine → HCID 19605519, compound

HRID 1603568Notes

Reaction equation

HRID 1603568 reaction equation
[C:1]([C:4]1[CH:9]=[C:8]([S:10]([C:13]2[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][CH:14]=2)(=[O:12])=[O:11])[CH:7]=[C:6]([N:20]2[CH2:24][CH2:23][CH2:22][CH2:21]2)[N:5]=1)([CH3:3])=[CH2:2]>C(O)C.[Pd]>[CH:1]([C:4]1[CH:9]=[C:8]([S:10]([C:13]2[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][CH:14]=2)(=[O:11])=[O:12])[CH:7]=[C:6]([N:20]2[CH2:24][CH2:23][CH2:22][CH2:21]2)[N:5]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 196055234-(2-Isopropenyl-6-pyrrolidin-1-yl-pyridine-4-sulfonyl)-phenylamine

Product 1

HCID 19605519HCID 19605519, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 23938PalladiumSolvent

Procedure

0.05 g (0.0001456 Mol) 4-(2-Isopropenyl-6-pyrrolidin-1-yl-pyridine-4-sulfonyl)-phenylamine were dissolved in ethanol (5 ml) and hydrogenated under an atmosphere of H2 -gas with a catalytic amount of Pd/C (10%) at ambiente temperature for 3 h. After filtration and evaporation of the solvent the residue was chromatographed on SiO2 with ethyl acetate hexane 1:2. After drying in a high vacuum it was obtained 0.046 g (92%) 4-(2-isopropyl-6-pyrrolidin-1-yl-pyridine-4-sulfonyl)-phenylamine as a white solid; mp.: 148-150° C.

Workup

  1. filtrationAfter filtration and evaporation of the solvent the residue
  2. customwas chromatographed on SiO2 with ethyl acetate hexane 1:2
  3. customAfter drying in a high vacuum it

Sources & evidence

ORD record
ord-60eececa11674211981486c2e43dc48a
Source dataset
uspto-grants-1999_11
Patent number
US05990105

Reaction notes

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