HCID 58424880, compound → HCID 58424853, compound

HRID 2409433Notes

Reaction equation

HRID 2409433 reaction equation
[CH3:1][N:2]([CH3:24])[CH2:3][CH2:4][CH2:5][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][CH2:5][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 58424880HCID 58424880, compound

Product 1

HCID 58424853HCID 58424853, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21226129Dichloromethane methanolSolvent

Procedure

The compound (110 mg, 0.67 mmol) prepared in step 8 was dissolved in dichloromethane/methanol (10 ml), added with 10%-palladium (11 mg). The resulting mixture was stirred for one day at room temperature under hydrogen gas. Once the reaction was completed, the solution was celite-filtered 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 (112 mg, yield: 99%, white solid).

Workup

  1. filtrationthe solution was celite-filtered
  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-c8efd573f82c43588c43029e8660a2b6
Source dataset
uspto-grants-2014_08
Patent number
US08815891B2

Reaction notes

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