HCID 19605526, compound → HCID 19605511, compound

HRID 1603566Notes

Reaction equation

HRID 1603566 reaction equation
[N:1]1([C:6]2[CH:11]=[C:10]([S:12]([C:15]3[CH:20]=[CH:19][C:18]([NH2:21])=[CH:17][CH:16]=3)(=[O:14])=[O:13])[CH:9]=[C:8]([CH:22]=[CH2:23])[N:7]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1>C(O)C.[Pd]>[CH2:22]([C:8]1[CH:9]=[C:10]([S:12]([C:15]2[CH:16]=[CH:17][C:18]([NH2:21])=[CH:19][CH:20]=2)(=[O:14])=[O:13])[CH:11]=[C:6]([N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)[N:7]=1)[CH3:23]

Participants

4

Reactant 1

HCID 19605526HCID 19605526, compound

Product 1

HCID 19605511HCID 19605511, compoundYield 83.8%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 23938PalladiumSolvent

Procedure

0.12 g (0.00036 Mol) 4-(2-Pyrrolidin-1-yl-6-vinyl-pyridine-4-sulfonyl)-phenylamine were dissolved in ethanol (36 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 0.10 g (83%) 4-(2-ethyl-6-pyrrolidin-1-yl-pyridine-4-sulfonyl)-phenylamine as an offwhite solid; mp.: 154-155° 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-22594b1310d4418d82a2a123d0397194
Source dataset
uspto-grants-1999_11
Patent number
US05990105

Reaction notes

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