HCID 58424875, compound → HCID 58424926, compound

HRID 2409416Notes

Reaction equation

HRID 2409416 reaction equation
[CH3:1][N:2]([CH3:24])[CH2:3][CH2:4][O:5][C:6]1[CH:23]=[CH:22][C:9]2[N:10]([CH2:19][O:20][CH3:21])[C:11](=[O:18])[C:12]3[CH:13]=[CH:14][CH:15]=[N:16][C:17]=3[C:8]=2[CH:7]=1>ClCCl.CO.[Pd]>[CH3:24][N:2]([CH3:1])[CH2:3][CH2:4][O:5][C:6]1[CH:23]=[CH:22][C:9]2[N:10]([CH2:19][O:20][CH3:21])[C:11](=[O:18])[C:12]3[CH2:13][CH2:14][CH2:15][NH:16][C:17]=3[C:8]=2[CH:7]=1

Participants

4

Reactant 1

HCID 58424875HCID 58424875, compound

Product 1

HCID 58424926HCID 58424926, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21226129Dichloromethane methanolSolvent

Procedure

The compound (40 mg, 0.122 mmol) prepared in step 6 was dissolved in dichloromethane/methanol (5 ml), added with 10%-palladium (Pd) (4 mg). The resulting mixture was stirred under hydrogen gas for one day at room temperature. Once the reaction was completed, the solution was filtered with celite and the filtrate was concentrated to dryness. The residue was then purified by flash column chromatography (chloroform:methanol=10:1) to obtain the title compound (40 mg, yield: 99%, white solid).

Workup

  1. filtrationthe solution was filtered with celite
  2. concentrationthe filtrate was concentrated to dryness
  3. customThe residue was then purified by flash column chromatography (chloroform:methanol=10:1)

Sources & evidence

ORD record
ord-fcf32b0a099540bc94ec5b8c5513092b
Source dataset
uspto-grants-2014_08
Patent number
US08815891B2

Reaction notes

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