Trifluoroacetic acid → HCID 69328147, compound

HRID 1853392Notes

Reaction equation

HRID 1853392 reaction equation
[NH:1]1[CH:5]=[C:4]([C:6]([O:8]CC)=[O:7])[CH:3]=[N:2]1.[O:11]1[CH:16]=[CH:15][CH2:14][CH2:13][CH2:12]1.C(O)(C(F)(F)F)=O.C([O-])(O)=O.[Na+]>C(Cl)Cl.C1COCC1>[O:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH:12]1[N:2]1[CH:3]=[C:4]([C:6]([OH:8])=[O:7])[CH:5]=[N:1]1

Participants

7

Reactant 4

HCID 6422Trifluoroacetic acidHCID 80803,4-dihydro-2H-pyranHCID 142179ethyl 1H-pyrazole-4-carboxylateHCID 516892Sodium Bicarbonate

Product 1

HCID 69328147HCID 69328147, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Procedure

To 1.00 g (7.14 mmol) ethyl 4-pyrazolecarboxylate and 0.98 mL (10.7 mml) 3,4-dihydro-2H-pyran an 20 mL THF are added 0.94 mL (12.1 mmol) TFA and the reaction mixture is stirred at 80° C. over night. Afterwards the reaction mixture is diluted with DCM and charged with aq. NaHCO3 solution. The layers are separated and the org. layer is dried over MgSO4, filtered and the solvent is removed in vacuo.

Workup

  1. customThe layers are separated
  2. dry with materiallayer is dried over MgSO4
  3. filtrationfiltered
  4. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-99540710b57d4db2a50ed65df67c1475
Source dataset
uspto-grants-2015_02
Patent number
US08962641B2

Reaction notes

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