Water → HCID 15343903, compound

HRID 1684559Notes

Reaction equation

HRID 1684559 reaction equation
F[C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[C:12]([F:15])([F:14])[F:13].[OH:16][C:17]1[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=1.C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[N:19]1[CH:20]=[CH:21][CH:22]=[C:17]([O:16][C:2]2[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=2[C:12]([F:15])([F:14])[F:13])[CH:18]=1

Participants

6

Reactant 4

HCID 962WaterHCID 79713-HydroxypyridineHCID 11430Potassium CarbonateHCID 15285559Methyl 4-fluoro-3-(trifluoromethyl)benzoate

Product 1

HCID 15343903HCID 15343903, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2 mmol of methyl 4-fluoro-3-trifluoromethyl-benzoate, 2 mmol of 3-hydroxypyridine and 4 mmol of K2CO3 are stirred in 15 ml of DMF (anhydrous) at 110° C. for 1.5 hours. The mixture is then poured onto 100 ml of water and extracted 3 times with 50 ml of EA each time. The extract is dried over Na2SO4, the solvent is removed in vacuo and the product is further reacted without additional purification. 500 mg of colorless oil. Rf (MTB)=0.33 MS (ES): 298 (M+1)

Workup

  1. extractionextracted 3 times with 50 ml of EA each time
  2. dry with materialThe extract is dried over Na2SO4
  3. customthe solvent is removed in vacuo
  4. customthe product is further reacted without additional purification

Sources & evidence

ORD record
ord-d7601356c2e14af18683d74897d79e5a
Source dataset
uspto-grants-1997_06
Patent number
US05641792

Reaction notes

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