반응 #41942

반응 방정식

4-Chloro-6-iodo-3-methanesulfonyl-2-methyl-quinoline

(R)-(+)-3-hydroxypiperidine

N,N-diisopropyl ethyl amine

→

white crystals

수율 60.0%

(R)-1-(6-Iodo-3-methanesulfonyl-2-methyl-quinolin-4-yl)-piperidin-3-ol

수율 60.0%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   기타N,N-Dimethylformamide was evaporated at 40° C./0.1 mbar
2. 2
   추출the residue was extracted with dichloromethane and 10% Na2CO3
3. 3
   기타purified by chromatography on silica gel in dichloromethane/methanol 20:1
4. 4
   기타One obtained a yellow oil which
5. 5
   기타was triturated with ethyl acetate
6. 6
   여과the resulting white crystals were filtered off

실험 절차

4-Chloro-6-iodo-3-methanesulfonyl-2-methyl-quinoline (compound of example D.2) (300 mg, 0.786 mmol), (R)-(+)-3-hydroxypiperidine (119 mg, 0.865 mmol) and N,N-diisopropyl ethyl amine (0.148 mL, 0.865 mmol) were heated in dry N,N-dimethylformamide (3 mL) for 0.5 h at 100° C. N,N-Dimethylformamide was evaporated at 40° C./0.1 mbar, the residue was extracted with dichloromethane and 10% Na2CO3, and then purified by chromatography on silica gel in dichloromethane/methanol 20:1. One obtained a yellow oil which was triturated with ethyl acetate and the resulting white crystals were filtered off. One obtained 209 mg (60%) of white crystals. MS: m/z=447 (M+H).

출처