HCID 58424956, compound → HCID 58424877, compound

HRID 2409406Notes

Reaction equation

HRID 2409406 reaction equation
[CH2:1]([N:4]1[CH2:9][CH2:8][CH:7]([O:10][C:11]2[CH:25]=[CH:24][C:14]3[NH:15][C:16](=[O:23])[C:17]4[CH:18]=[CH:19][CH:20]=[N:21][C:22]=4[C:13]=3[CH:12]=2)[CH2:6][CH2:5]1)[CH2:2][CH3:3]>C(O)C.ClCCl.[Pd]>[CH2:1]([N:4]1[CH2:9][CH2:8][CH:7]([O:10][C:11]2[CH:25]=[CH:24][C:14]3[NH:15][C:16](=[O:23])[C:17]4[CH2:18][CH2:19][CH2:20][NH:21][C:22]=4[C:13]=3[CH:12]=2)[CH2:6][CH2:5]1)[CH2:2][CH3:3]

Participants

5

Reactant 1

HCID 58424956HCID 58424956, compound

Product 1

HCID 58424877HCID 58424877, compoundYield 92%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalyst2×HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

The compound (30 mg, 0.09 mmol) prepared in step 5 was dissolved in ethanol (4 ml)/dichloromethane (2 ml), added with 10%-palladium (Pd) (6 mg) at room temperature. The resulting mixture was stirred for one day under hydrogen gas. By using celite, 10%-palladium (Pd) was removed and the filtrate was concentrated under reduced pressure. Elthyl acetate was added and the precipitate was collected by filtration to obtain the title compound (28 mg, yield: 92%, white solid).

Workup

  1. customwas removed
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. additionElthyl acetate was added
  4. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-392e7c8fd139439cb5e6e9064d47c191
Source dataset
uspto-grants-2014_08
Patent number
US08815891B2

Reaction notes

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