HCID 86639429, compound → HCID 86639428, compound

HRID 1690211Notes

Reaction equation

HRID 1690211 reaction equation
C([O:8][C:9]1[C:10]([CH2:28][CH2:29][CH3:30])=[N:11][C:12]([C:15]([O:24][CH2:25][O:26][CH3:27])([C:20]([F:23])([F:22])[F:21])[C:16]([F:19])([F:18])[F:17])=[CH:13][CH:14]=1)C1C=CC=CC=1>C(O)C.[C].[Pd]>[F:19][C:16]([F:17])([F:18])[C:15]([C:12]1[N:11]=[C:10]([CH2:28][CH2:29][CH3:30])[C:9]([OH:8])=[CH:14][CH:13]=1)([O:24][CH2:25][O:26][CH3:27])[C:20]([F:23])([F:22])[F:21]

Participants

4

Reactant 1

HCID 86639429HCID 86639429, compound

Product 1

HCID 86639428HCID 86639428, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

3-(Benzyloxy)-6-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-2-propylpyridine (407 mg, 0.931 mmol) was dissolved in ethanol (2.0 mL) and added with palladium carbon (40 mg). The resultant mixture was stirred under hydrogen atmosphere for 2 hours. After completion of the reaction, the reaction solution was filtered using celite and concentrated in vacuo. The obtained residue was purified using silica-gel column chromatography (hexane/ethyl acetate), and 6-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-2-propylpyridin-3-ol (304 mg, yield 94%) was obtained as a brown oil.

Workup

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

Sources & evidence

ORD record
ord-d80c9087873c483fbbe019867510ba2e
Source dataset
uspto-grants-2012_04
Patent number
US08153634B2

Reaction notes

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