Hydrochloric Acid → HCID 57515869, compound

HRID 1921944Notes

Reaction equation

HRID 1921944 reaction equation
COC[O:4][C:5]1[C:6]([C:15](=[O:17])[CH3:16])=[CH:7][C:8]([C:11]([F:14])([F:13])[F:12])=[N:9][CH:10]=1.Cl>CC(O)C.C1COCC1>[OH:4][C:5]1[C:6]([C:15](=[O:17])[CH3:16])=[CH:7][C:8]([C:11]([F:14])([F:12])[F:13])=[N:9][CH:10]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57515868HCID 57515868, compound

Product 1

HCID 57515869HCID 57515869, compound

Reagents, catalysts & solvents 1

HCID 22597222Tetrahydrofuran 2-propanolSolvent

Conditions

Temperature
45 °C

Procedure

A mixture of 1-(5-(methoxymethoxy)-2-(trifluoromethyl)pyridin-4-yl)ethanone (3.2 g, 13 mmol) and 5N HCl (40 ml) in i-PrOH/THF (1:1, 40 ml) was stirred at 45° C. overnight. The mixture was cooled, concentrated, taken up in H2O, neutralized with saturated NaHCO3, and extracted with DCM (3×). The organic layers were combined, dried over Na2SO4, and concentrated to give the title compound as a tan solid. MS (m+1): 206.2

Workup

  1. temperatureThe mixture was cooled
  2. concentrationconcentrated
  3. extractionextracted with DCM (3×)
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-6ceadbf718b84f8480699e29a62cd13b
Source dataset
uspto-grants-2012_05
Patent number
US08173810B2

Reaction notes

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