Reaktion #2001777

Reaktionsgleichung

HATU

5-oxazol-4-yl-thiophene-3-carboxylic acid

4,4-Difluoro-azepane trifluoroacetate

DIPEA

→

title compound

Ausbeute 30.9%

(4,4-Difluoro-azepan-1-yl)-(5-oxazol-4-yl-thiophen-3-yl)-methanone

Ausbeute 30.9%

Lösungsmittel

DCM

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenthen washed with aqueous sodium carbonate solution
2. 2
   TrocknenThe organics were dried over sodium sulfate
3. 3
   Filtrationfiltered
4. 4
   Sonstigeevaporated
5. 5
   SonstigeThe crude material was purified by HPLC
6. 6
   Wascheneluting with 5%-98% methanol in water (0.1% formic acid)
7. 7
   workup.ADDITIONThe fractions containing the desired product
8. 8
   Sonstigewere freeze-dried

Vorschrift

4,4-Difluoro-azepane trifluoroacetate (Synthesis 47, 0.113 g, 0.45 mmol) was dissolved in THF (1 mL) and added to 5-oxazol-4-yl-thiophene-3-carboxylic acid (0.059 g, 0.30 mmol). DIPEA (0.154 mL, 0.90 mmol) was added followed by HATU (0.125 g, 0.33 mmol) and the reaction mixture was then stirred at room temperature overnight. The mixture was diluted with DCM then washed with aqueous sodium carbonate solution. The organics were dried over sodium sulfate, filtered and evaporated. The crude material was purified by HPLC, eluting with 5%-98% methanol in water (0.1% formic acid). The fractions containing the desired product were freeze-dried to give the title compound (0.029 g). LCMS m/z 313.15 [m+H]+ R.T.=8.31 min (Analytical Method 10).

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