Reaktion #1880952

ord-482289b63c254e4cbe4b8f2395b7a3a5

Reaktionsgleichung

O
water
COc1cnc(-n2cc(C(F)(F)F)cn2)nc1S(C)(=O)=O
5-methoxy-4-methylsulfonyl-2-(4-trifluoromethyl-1H-1-pyrazolyl)pyrimidine
Oc1csc(C(F)(F)F)c1
3-hydroxy-5-trifluoromethyl-thiophene
O=C([O-])[O-].[K+].[K+]
K2CO3
COc1cnc(-n2cc(C(F)(F)F)cn2)nc1Oc1csc(C(F)(F)F)c1
5-methoxy-2-(4-trifluoromethyl-1H-1-pyrazolyl)-4-(5-trifluoromethyl-3-thienyloxy)pyrimidine
Ausbeute 59.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
60°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.WAITat RT for 48 h
  2. 2
    Extraktionextracted with four times 15 ml of CH2Cl2
  3. 3
    TrocknenThe combined organic phase is dried over Na2SO4
  4. 4
    Filtrationfiltered
  5. 5
    Einengenconcentrated
  6. 6
    SonstigeChromatographic purification on silica gel with heptane/ethyl acetate (3:7) as eluent

Vorschrift

A mixture of 0.4 g (1.24 mmol) of 5-methoxy-4-methylsulfonyl-2-(4-trifluoromethyl-1H-1-pyrazolyl)pyrimidine, 0.27 g (1.60 mmol) of 3-hydroxy-5-trifluoromethyl-thiophene and 0.34 g (2.47 mmol) of K2CO3 in 10 ml of DMF is stirred at 60° C. for 6 h and then at RT for 48 h. It is subsequently poured into 20 ml of water and extracted with four times 15 ml of CH2Cl2. The combined organic phase is dried over Na2SO4, filtered and concentrated. Chromatographic purification on silica gel with heptane/ethyl acetate (3:7) as eluent gives 0.3 g of 5-methoxy-2-(4-trifluoromethyl-1H-1-pyrazolyl)-4-(5-trifluoromethyl-3-thienyloxy)pyrimidine as colorless crystals.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07022650B2uspto-grants-2006_04