Chloride → 1-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-(1-methylpyrrol-2-yl)indole

HRID 1790494

반응식

HRID 1790494 반응식
[F:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][CH2:7][N:8]2[CH2:13][CH2:12][CH:11]([N:14]3[C:22]4[C:17](=[CH:18][CH:19]=[C:20](Br)[CH:21]=4)[CH:16]=[CH:15]3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[CH3:26][N:27]1[CH:31]=[CH:30][CH:29]=[C:28]1[Sn](CCCC)(CCCC)CCCC.CN1C=CC=C1.[Cl-]>C1(C)C=CC=CC=1.C(OCC)(=O)C>[F:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][CH2:7][N:8]2[CH2:13][CH2:12][CH:11]([N:14]3[C:22]4[C:17](=[CH:18][CH:19]=[C:20]([C:28]5[N:27]([CH3:26])[CH:31]=[CH:30][CH:29]=5)[CH:21]=4)[CH:16]=[CH:15]3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1

참가 물질

7

반응물 4

HCID 312ChlorideHCID 73041-MethylpyrroleHCID 27693971-methyl-2-(tributylstannyl)-1H-pyrroleHCID 22038188HCID 22038188, 화합물

생성물 1

HCID 220379511-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-(1-methylpyrrol-2-yl)indole수율 57.5%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 8857Ethyl Acetate용매

실험 절차

1-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-bromoindole (0.2 g) was dissolved in toluene (2.50 ml). Next, 1-methyl-2-tributylstannylpyrrole (1.44 g) synthesized in accordance with the method described in Tetrahedron Lett., 4407 (1986). with the use of 1-methylpyrrole and tributylthin chloride was added thereto and the resultant mixture was heated under reflux for 3 hr under nitrogen atmosphere. After adding ethyl acetate, the mixture was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate system) to give the title compound (0.115 g) as a yellow oil (yield: 57.28%).

후처리

  1. temperatureunder reflux for 3 hr under nitrogen atmosphere
  2. washthe mixture was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate system)

출처 및 근거

ORD 기록
ord-9dc8408c89a94e299be6d35e8736e5aa
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07071201B2

연결된 노트

불러오는 중…