تفاعل #84094

معادلة التفاعل

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

Intermediate 6

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

methyl-4-piperidinecarboxylate

Et3N

→

product

المردود 43.0%

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

المردود 43.0%

المذيبات

IPA

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe mixture was heated
2. 2
   درجة الحرارةto reflux for 48 hours
3. 3
   استخلاصextracted with DCM (100 mL×3)
4. 4
   غسيلthe combined organic layers were washed with brine (200 mL)
5. 5
   تجفيفdried over anhydrous Na2SO4
6. 6
   ترشيحfiltered
7. 7
   تركيزconcentrated under reduced pressure
8. 8
   أخرىto give the crude product, which
9. 9
   أخرىwas purified by column chromatography on silica gel (PE/EtOAc=15/1)

الإجراء التجريبي

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.

المصدر