Potassium Hydroxide → HCID 57431526, compound

HRID 506517Notes

Reaction equation

HRID 506517 reaction equation
[N:1]1([C:6]2[N:11]=[CH:10][C:9]([C:12]([O:14]C)=[O:13])=[C:8]([C:16]([F:19])([F:18])[F:17])[CH:7]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[K+]>CO.O>[N:1]1([C:6]2[N:11]=[CH:10][C:9]([C:12]([OH:14])=[O:13])=[C:8]([C:16]([F:19])([F:17])[F:18])[CH:7]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 68430391HCID 68430391, compound

Product 1

HCID 57431526HCID 57431526, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A mixture of 2.5 g (9.12 mmol) of methyl 6-(pyrrolidin-1-yl)-4-(trifluoromethyl)pyridine-3-carboxylate, obtained in step 11.1, and of 0.76 g (13.67 mmol) of potassium hydroxide in 50 ml of methanol and 2 ml of water is stirred for 24 hours at 20° C. The mixture is subsequently concentrated under reduced pressure. 100 ml of water are subsequently added and the solution is washed with 100 ml of dichloromethane and then acidified to pH 4 by the addition of concentrated hydrochloric acid. A precipitate is recovered by filtration and is washed with 50 ml of water. After drying under reduced pressure, 2.2 g of the expected compound are isolated.

Workup

  1. customobtained in step 11.1
  2. concentrationThe mixture is subsequently concentrated under reduced pressure
  3. addition100 ml of water are subsequently added
  4. washthe solution is washed with 100 ml of dichloromethane
  5. additionacidified to pH 4 by the addition of concentrated hydrochloric acid
  6. filtrationA precipitate is recovered by filtration
  7. washis washed with 50 ml of water
  8. dry with materialAfter drying under reduced pressure, 2.2 g of the expected compound
  9. customare isolated

Sources & evidence

ORD record
ord-6dd5896a360c4f348221d32ff0463a6b
Source dataset
uspto-grants-2010_08
Patent number
US07786104B2

Reaction notes

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