Water → HCID 12914838, compound

HRID 1408509Notes

Reaction equation

HRID 1408509 reaction equation
[C:1]1([N:7]2[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]([C:15]([F:18])([F:17])[F:16])=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)(Cl)=O.[CH3:23]COC(C)=O.O>CO>[C:1]1([N:7]2[C:11]([C:12]([O:14][CH3:23])=[O:13])=[CH:10][C:9]([C:15]([F:17])([F:18])[F:16])=[N:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 24386Thionyl ChlorideHCID 222503231-Phenyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid

Product 1

HCID 12914838HCID 12914838, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

Intermediate 7 (1.55 g, 6.0 mmol) was dissolved in MeOH (15 ml), cooled to 0° C. and thionyl chloride (1.3 ml, 18.2 mmol) was added. Reaction mixture was heated to 60° C. for overnight. Work up (AcOEt:H2O) followed by evaporation on high vacuum obtained the title compound as an yellow solid. 1H-NMR (δ ppm, CDCl3, 400 MHz): 7.51-7.47 (m, 3H), 7.46-7.41 (m, 2H), 7.50 (s, 1H), 3.82 (s, 3H).

Workup

  1. customReaction mixture
  2. temperaturewas heated to 60° C. for overnight
  3. customfollowed by evaporation on high vacuum

Sources & evidence

ORD record
ord-e4df463d93474b24a17fa8fff1bc8661
Source dataset
uspto-grants-2014_12
Patent number
US08921364B2

Reaction notes

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