Methanol → HCID 178524928, compound

HRID 1843069Notes

Reaction equation

HRID 1843069 reaction equation
ClC1C([N:8]2[C:12]([C:13]#N)=[C:11]([C:15]([F:18])([F:17])[F:16])[C:10]([C:19]([F:25])([F:24])[C:20]([F:23])([F:22])[F:21])=[N:9]2)=NC=CC=1.[OH-:26].[Na+].C[OH:29]>O>[F:24][C:19]([F:25])([C:10]1[C:11]([C:15]([F:18])([F:17])[F:16])=[C:12]([C:13]([OH:29])=[O:26])[NH:8][N:9]=1)[C:20]([F:23])([F:22])[F:21]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 58542582HCID 58542582, compound

Product 1

HCID 178524928HCID 178524928, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4.9 g (12.5 mmol) of 3-chloro-2-[5-cyano-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazol-1-yl]pyridine are dissolved in 24 ml of methanol and admixed with 32.6 ml (494 mmol) of 50% strength sodium hydroxide solution (494 mmol). The reaction mixture is stirred for 7 days at room temperature. The reaction mixture is diluted with 10 ml of water and then concentrated to half the volume by evaporation. The mixture is then dripped onto concentrated hydrochloric acid with ice. The colourless solid which precipitates out is filtered off and dried in vacuo. This gives 2.95 g of 3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid (79%) as a colourless solid.

Workup

  1. concentrationconcentrated to half the volume
  2. customby evaporation
  3. customThe colourless solid which precipitates out
  4. filtrationis filtered off
  5. customdried in vacuo

Sources & evidence

ORD record
ord-6d7baa8ae2c14113aace15038c96969b
Source dataset
uspto-grants-2015_02
Patent number
US08946234B2

Reaction notes

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