HCID 86657389, compound → HCID 58424861, compound

HRID 2409424Notes

Reaction equation

HRID 2409424 reaction equation
CN(C)CC[C:5]1[CH:14]=[CH:13][C:12]2[C:11](=[O:15])[N:10]([CH2:16][O:17][CH3:18])[C:9]3[CH:19]=[CH:20][CH:21]=[CH:22][C:8]=3[C:7]=2[N:6]=1>C(O)C.ClCCl.[Pd]>[CH3:11][N:10]([CH3:16])[CH2:9][CH2:8][C:21]1[CH:20]=[CH:19][C:9]2[N:10]([CH2:16][O:17][CH3:18])[C:11](=[O:15])[C:12]3[CH2:13][CH2:14][CH2:5][NH:6][C:7]=3[C:8]=2[CH:22]=1

Participants

5

Reactant 1

HCID 86657389HCID 86657389, compound

Product 1

HCID 58424861HCID 58424861, compoundYield 181.2%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

The compound (22 mg, 0.07 mmol) prepared in step 6 was dissolved in ethanol (4 ml)/dichloromethane (2 ml), added with 10%-palladium (Pd) (5 mg) at room temperature. The resulting mixture was stirred for one day under hydrogen gas and filtered using celite to remove 10%-palladium (Pd). The filtrate was then concentrated under reduced pressure to obtain the title compound (20 mg, yield: 90%, white solid).

Workup

  1. filtrationfiltered
  2. customto remove 10%-palladium (Pd)
  3. concentrationThe filtrate was then concentrated under reduced pressure

Sources & evidence

ORD record
ord-917ad9cb105645a1af7ec051bfdbf4de
Source dataset
uspto-grants-2014_08
Patent number
US08815891B2

Reaction notes

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