반응 #41943

반응 방정식

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

(S)-(+)-3-hydroxypiperidine

N,N-diisopropyl ethyl amine

→

white crystals

수율 54.4%

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

수율 54.4%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   기타N,N-Dimethylformamide was evaporated at 40° C./0.1 mbar
2. 2
   기타purified by chromatography on silica gel in dichloromethane/methanol 20:1
3. 3
   기타One obtained a yellow oil which
4. 4
   기타was triturated with ethyl acetate
5. 5
   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), (S)-(+)-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 extraced 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 191 mg (54%) of white crystals. MS: m/z=447 (M+H).

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