HCID 66872868, compound → N-(5-ethyl-3-methoxypyridin-2-yl)-3-(piperidin-1-ylsulfonyl)benzamide

HRID 1967523Notes

Reaction equation

HRID 1967523 reaction equation
[CH3:1][O:2][C:3]1[C:4]([NH:11][C:12](=[O:28])[C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([S:19]([N:22]3[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]3)(=[O:21])=[O:20])[CH:14]=2)=[N:5][CH:6]=[C:7]([CH:9]=[CH2:10])[CH:8]=1.[H][H]>[C].[Pd].C(O)C>[CH2:9]([C:7]1[CH:8]=[C:3]([O:2][CH3:1])[C:4]([NH:11][C:12](=[O:28])[C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([S:19]([N:22]3[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]3)(=[O:21])=[O:20])[CH:14]=2)=[N:5][CH:6]=1)[CH3:10]

Participants

5

Reactant 2

HCID 66872868HCID 66872868, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 66872442N-(5-ethyl-3-methoxypyridin-2-yl)-3-(piperidin-1-ylsulfonyl)benzamideYield 94%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

10% palladium-carbon (3.0 mg) as a catalyst was added to an ethanol (2.0 mL) solution of the compound (9.0 mg) obtained in Example 107, and stirred overnight in a hydrogen atmosphere at room temperature. The catalyst was removed through filtration, the solvent was evaporated off under reduced pressure, and the resulting residue was purified through silica gel column chromatography (methanol/chloroform=from 0% to 20%, gradient) to give the entitled compound (8.5 mg, 94%) as a colorless oily substance.

Workup

  1. customThe catalyst was removed through filtration
  2. customthe solvent was evaporated off under reduced pressure
  3. customthe resulting residue was purified through silica gel column chromatography (methanol/chloroform=from 0% to 20%, gradient)

Sources & evidence

ORD record
ord-ecc806c002ed4e7589cc2974989a2a2d
Source dataset
uspto-grants-2013_04
Patent number
US08420823B2

Reaction notes

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