تفاعل #46388

معادلة التفاعل

compound

1-{(S)-2-[(5-Bromo-pyrimidin-2-ylamino)-methyl]-pyrrolidin-1-yl}-1-[5-(4-fluoro-phenyl)-2-methyl-thiazol-4-yl]-methanone

potassium trifluoroacetate

toluene

water ether

→

title product

المردود 0.3%

1-[5-(4-Fluoro-phenyl)-2-methyl-thiazol-4-yl]-1-{(S)-2-[(5-trifluoromethyl-pyrimidin-2-ylamino)-methyl]-pyrrolidin-1-yl}-methanone

المردود 0.3%

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe resulting mixture heated
2. 2
   درجة الحرارةat reflux under Dean-Stark conditions for 3 h
3. 3
   درجة الحرارةbefore refluxing for a further 20 h
4. 4
   درجة الحرارةThe reaction mixture was cooled
5. 5
   ترشيحfiltered through kieselguhr
6. 6
   استخلاصThe aqueous layer from the filtrate was extracted with ether
7. 7
   غسيلthe combined ether extracts washed with water
8. 8
   أخرىdried
9. 9
   أخرىevaporated
10. 10
    استخلاصThe aqueous was re-extracted with dichloromethane
11. 11
    أخرىthe extract evaporated
12. 12
    أخرىThe combined extracts were chromatographed on silica gel
13. 13
    غسيلeluting with methanol-dichloromethane mixtures

الإجراء التجريبي

To the compound from Example 194 (0.36 g) in dimethylformamide (5 ml) was added potassium trifluoroacetate (0.23 g), copper iodide (0.3 g) and toluene (5 ml) and the resulting mixture heated at reflux under Dean-Stark conditions for 3 h, before refluxing for a further 20 h. The reaction mixture was cooled, poured into water/ether and filtered through kieselguhr. The aqueous layer from the filtrate was extracted with ether, and the combined ether extracts washed with water, dried and evaporated. The aqueous was re-extracted with dichloromethane and the extract evaporated. The combined extracts were chromatographed on silica gel, eluting with methanol-dichloromethane mixtures, to afford the title product (0.001 g). Mass Spectrum (Electrospray LC/MS): Found 466 (MH+). C21H19F4N5OS requires 465.

المصدر