HCID 178519885, compound → HCID 178519884, compound

HRID 1162755Notes

Reaction equation

HRID 1162755 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[C:7]([CH2:8][OH:9])=[CH:6][NH:5][N:4]=1>CC#N.O=[Mn]=O>[F:11][C:2]([F:1])([F:10])[C:3]1[C:7]([CH:8]=[O:9])=[CH:6][NH:5][N:4]=1

Participants

4

Reactant 1

HCID 178519885HCID 178519885, compound

Product 1

HCID 178519884HCID 178519884, compoundYield 34%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6342AcetonitrileSolvent

Conditions

Temperature
120 °C

Procedure

(3-(trifluoromethyl)-1H-pyrazol-4-yl)methanol (600 mg, 3.61 mmol) was dissolved in MeCN (5 mL). MnO2 (785 mg, 9.03 mmol) was added. The reaction mixture was heated at 120° C. for 5 min in the microwave. The reaction mixture was filtered through decalite, washed with MeCN (30 mL), then concentrated in vacuo and purified by flash column chromatography (silica gel; eluent EtOAc:heptane, 1:1) to give the desired product (200 mg, 1.22 mmol, 34%).

Workup

  1. filtrationThe reaction mixture was filtered through decalite
  2. washwashed with MeCN (30 mL)
  3. concentrationconcentrated in vacuo
  4. custompurified by flash column chromatography (silica gel; eluent EtOAc:heptane, 1:1)

Sources & evidence

ORD record
ord-fe12508331b542dda0918138525728e0
Source dataset
uspto-grants-2010_10
Patent number
US07820707B2

Reaction notes

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