Potassium Carbonate → 3-[1-[2-(1-Acetyl-2,3-dihydro-1H-indol-3-yl)ethyl]-1,2,3,6-tetrahydropyridin-4-yl]-6-chloro-1H-indole

HRID 275715노트

반응식

HRID 275715 반응식
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]3[CH2:12][CH2:13][NH:14][CH2:15][CH:16]=3)=[CH:7][NH:8]2)=[CH:4][CH:3]=1.[C:17]([N:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]([CH2:29][CH2:30]S(C)(=O)=O)[CH2:21]1)(=[O:19])[CH3:18].C([O-])([O-])=O.[K+].[K+]>CC(CC(C)C)=O>[C:17]([N:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]([CH2:29][CH2:30][N:14]2[CH2:13][CH:12]=[C:11]([C:6]3[C:5]4[C:9](=[CH:10][C:2]([Cl:1])=[CH:3][CH:4]=4)[NH:8][CH:7]=3)[CH2:16][CH2:15]2)[CH2:21]1)(=[O:19])[CH3:18]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 100598546-chloro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoleHCID 185458861-Acetyl-2,3-dihydro-3-[2-(methanesulphonyl)ethyl]-1H-indole

생성물 1

HCID 99100143-[1-[2-(1-Acetyl-2,3-dihydro-1H-indol-3-yl)ethyl]-1,2,3,6-tetrahydropyridin-4-yl]-6-chloro-1H-indole수율 10.4%

시약·촉매·용매 1

HCID 7909Methyl Isobutyl Ketone용매

실험 절차

A mixture of of 6-chloro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole (1.6 g), 19a (2.0 g), K2CO3 (4.0 g), and methylisobutylketone (20 ml) was refluxed for 16 hours. The mixture was filtered and evaporated in vacuo, and the residue was purified on silica gel eluted with ethyl acetate-methanol-triethylamine (90:5:5). Crystallization from ethanol gave the title product (0.3 g).

후처리

  1. temperaturewas refluxed for 16 hours
  2. filtrationThe mixture was filtered
  3. customevaporated in vacuo
  4. customthe residue was purified on silica gel
  5. washeluted with ethyl acetate-methanol-triethylamine (90:5:5)
  6. customCrystallization from ethanol

출처 및 근거

ORD 기록
ord-b811231cbf1a4a6c88805486449770a2
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06352988B2

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