1,2-Dichlorobenzene → HCID 57249690, compound

HRID 583420Notes

Reaction equation

HRID 583420 reaction equation
[CH2:1]([O:3][C:4](=[O:36])[CH:5]=[CH:6][CH:7]([N:18]([CH3:35])[C:19](=[O:34])[C:20]1[CH:25]=[C:24]([C:26]([F:29])([F:28])[F:27])[CH:23]=[C:22]([C:30]([F:33])([F:32])[F:31])[CH:21]=1)[CH2:8][C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[NH:11][CH:10]=1)[CH3:2].ClC1C=CC=CC=1Cl>O1CCCC1.[Pd]>[CH2:1]([O:3][C:4](=[O:36])[CH2:5][CH2:6][CH:7]([N:18]([CH3:35])[C:19](=[O:34])[C:20]1[CH:25]=[C:24]([C:26]([F:28])([F:27])[F:29])[CH:23]=[C:22]([C:30]([F:31])([F:32])[F:33])[CH:21]=1)[CH2:8][C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[NH:11][CH:10]=1)[CH3:2]

Participants

5

Reactant 2

HCID 72391,2-DichlorobenzeneHCID 53711164HCID 53711164, compound

Product 1

HCID 57249690HCID 57249690, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 34.3 g of 4-[N-methyl-N-(3,5-bistrifluoromethyl-benzoyl)-amino]-5-(1H-indol-3-yl)-pent-2-enoic acid ethyl ester in 340 ml of tetrahydrofuran is hydrogenated at 20° C. for 80 minutes in the presence of 3.4 g of palladium/activated carbon (10%) and 0.4 g of 1,2-dichlorobenzene. The reaction mixture is then filtered and concentrated by evaporation. In this way the title compound is obtained in the form of a brownish resin.

Workup

  1. filtrationThe reaction mixture is then filtered
  2. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-ac65af5ef0374444924f2b5423aca64b
Source dataset
uspto-grants-1999_07
Patent number
US05929067

Reaction notes

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