1,2-Dichlorobenzene → HCID 86754325, compound

HRID 583412Notes

Reaction equation

HRID 583412 reaction equation
[CH2:1]([O:3][C:4](=[O:37])[CH:5]=[CH:6][CH:7]([N:19]([CH3:36])[C:20](=[O:35])[C:21]1[CH:26]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:24]=[C:23]([C:31]([F:34])([F:33])[F:32])[CH:22]=1)[CH2:8][C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]([CH3:18])[CH:10]=1)[CH3:2].ClC1C=CC=CC=1Cl>O1CCCC1.[Pd]>[CH2:1]([O:3][C:4](=[O:37])[CH2:5][CH2:6][CH:7]([N:19]([CH3:36])[C:20](=[O:35])[C:21]1[CH:26]=[C:25]([C:27]([F:29])([F:28])[F:30])[CH:24]=[C:23]([C:31]([F:32])([F:33])[F:34])[CH:22]=1)[CH2:8][C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]([CH3:18])[CH:10]=1)[CH3:2]

Participants

5

Reactant 2

HCID 72391,2-DichlorobenzeneHCID 54257149HCID 54257149, compound

Product 1

HCID 86754325HCID 86754325, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 16.82 g of 4-[N-methyl-N-(3,5-bistrifluoromethyl-benzoyl)-amino]-5-(1-methyl-indol-3-yl)-pent-2-enoic acid ethyl ester in 170 ml of tetrahydrofuran is hydrogenated for 70 minutes at 20° C. in the presence of 1.7 g of palladium/activated carbon (10%) and 0.2 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-green resin. Rf value=0.265 (ethyl acetate/hexane 2/3).

Workup

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

Sources & evidence

ORD record
ord-7002c2e43220413dbaa85315dfcfd681
Source dataset
uspto-grants-1999_07
Patent number
US05929067

Reaction notes

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