Hydrochloric Acid → HCID 87426433, compound

HRID 715354Notes

Reaction equation

HRID 715354 reaction equation
[Cl:1][C:2]1[N:10]=[C:9](Cl)[C:8]([F:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[F:13][C:14]([F:18])([F:17])[CH2:15][OH:16].[OH-].[Na+].Cl>O>[Cl:1][C:2]1[N:10]=[C:9]([O:16][CH2:15][C:14]([F:18])([F:17])[F:13])[C:8]([F:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 64092,2,2-TrifluoroethanolHCID 14798Sodium HydroxideHCID 27336592,6-Dichloro-5-fluoronicotinic acid

Product 1

HCID 87426433HCID 87426433, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 2,6-dichloro-5-fluoronicotinic acid (1.0 g, 4.8 mmol), 2,2,2-trifluoroethanol (0.69 mL, 9.5 mmol) and sodium hydroxide (0.57 g, 14.3 mmol) in water (24 mL) is stirred at 80° C. for 40 hours. After cooling to 0° C., the mixture is acidified with conc. hydrochloric acid (pH 2). The resulting white precipitate is collected by filtration and dried to give 1.05 g (80% yield) of the title compound as white solid.

Workup

  1. temperatureAfter cooling to 0° C.
  2. filtrationThe resulting white precipitate is collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-0395a33e83514015a457385859bde0c3
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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