HCID 59200901, compound → HCID 59200979, compound

HRID 1690162Notes

Reaction equation

HRID 1690162 reaction equation
[F:1][C:2]([F:34])([F:33])[C:3]([C:12]1[CH:29]=[CH:28][C:15]([O:16][C:17]2[CH:18]=[C:19]([C:24](I)=[CH:25][N:26]=2)[C:20]([O:22][CH3:23])=[O:21])=[C:14]([CH2:30][CH2:31][CH3:32])[CH:13]=1)([O:8][CH2:9][O:10][CH3:11])[C:4]([F:7])([F:6])[F:5]>CO.[C].[Pd]>[F:34][C:2]([F:1])([F:33])[C:3]([C:12]1[CH:29]=[CH:28][C:15]([O:16][C:17]2[CH:18]=[C:19]([CH:24]=[CH:25][N:26]=2)[C:20]([O:22][CH3:23])=[O:21])=[C:14]([CH2:30][CH2:31][CH3:32])[CH:13]=1)([O:8][CH2:9][O:10][CH3:11])[C:4]([F:7])([F:6])[F:5]

Participants

4

Reactant 1

HCID 59200901HCID 59200901, compound

Product 1

HCID 59200979HCID 59200979, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of methyl 2-(4-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-2-propylphenoxy)-5-iodoisonicotinate (88 mg, 146 μmol) in methanol (2 mL), 20 wt % palladium carbon (10 mg) was added and the resultant mixture was stirred at room temperature under an hydrogen atmosphere. After completion of the reaction, the reaction solution was filtered using celite, and the filtrate was concentrated in vacuo. The obtained residue was purified using silica-gel column chromatography (hexane/ethyl acetate) and the title compound (52 mg, yield 75%) was obtained as a colorless oil.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe reaction solution was filtered
  3. concentrationthe filtrate was concentrated in vacuo
  4. customThe obtained residue was purified

Sources & evidence

ORD record
ord-5feec6040e21425bad58a4886424ba9a
Source dataset
uspto-grants-2012_04
Patent number
US08153634B2

Reaction notes

Loading…