HCID 58288210, compound → HCID 58288224, compound

HRID 1476127Notes

Reaction equation

HRID 1476127 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:10][CH2:9]2)=[CH:4][C:3]=1[N:19](CC1C=CC=CC=1)CC1C=CC=CC=1>C(OCC)(=O)C.[Pd]>[NH2:19][C:3]1[CH:4]=[C:5]([C:8]2([CH2:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:9][CH2:10]2)[CH:6]=[CH:7][C:2]=1[Cl:1]

Participants

4

Reactant 1

HCID 58288210HCID 58288210, compound

Product 1

HCID 58288224HCID 58288224, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

135 mg (0.29 mmol) of tert-butyl {1-[4-chloro-3-(dibenzylamino)phenyl]cyclopropyl}acetate were dissolved in 10 ml of ethyl acetate, 15 mg of palladium on carbon (10%) were added and the mixture was stirred at RT under an atmosphere of hydrogen at atmospheric pressure for 2 h. The reaction mixture was then filtered off through celite, the residue was washed with ethyl acetate and the filtrate was concentrated. This gave 73 mg of the title compound (89% of theory).

Workup

  1. filtrationThe reaction mixture was then filtered off through celite
  2. washthe residue was washed with ethyl acetate
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-c7844286a00b40768beaa1698cf0da96
Source dataset
uspto-grants-2015_04
Patent number
US09018414B2

Reaction notes

Loading…