반응 #84094

반응 방정식

2-chloro-6-methoxy-3-(trifluoromethyl)quinoline

Intermediate 6

2-chloro-6-methoxy-3-(trifluoromethyl)quinoline

methyl-4-piperidinecarboxylate

Et3N

→

product

수율 43.0%

methyl 1-(6-methoxy-3-(trifluoromethyl)quinolin-2-yl)piperidine-4-carboxylate

수율 43.0%

용매

IPA

water

반응 조건

후처리

1. 1
   온도The mixture was heated
2. 2
   온도to reflux for 48 hours
3. 3
   추출extracted with DCM (100 mL×3)
4. 4
   세척the combined organic layers were washed with brine (200 mL)
5. 5
   건조dried over anhydrous Na2SO4
6. 6
   여과filtered
7. 7
   농축concentrated under reduced pressure
8. 8
   기타to give the crude product, which
9. 9
   기타was purified by column chromatography on silica gel (PE/EtOAc=15/1)

실험 절차

To a solution of 2-chloro-6-methoxy-3-(trifluoromethyl)quinoline (1.00 g, 3.85 mmol) (see Intermediate 6, Step 8 for synthesis) in IPA (5 mL) was added methyl-4-piperidinecarboxylate (5.50 g, 38.5 mmol) and Et3N (1.17 g, 11.6 mmol). The mixture was heated to reflux for 48 hours. The mixture was diluted with water (100 mL) and extracted with DCM (100 mL×3), the combined organic layers were washed with brine (200 mL), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to give the crude product, which was purified by column chromatography on silica gel (PE/EtOAc=15/1) to give the product (600 mg, yield 43%) as a solid.

출처