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Aluminium lithium hydride → 1-[2-(4-Fluorophenyl)-2-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)ethyl]-4-(4-naphthalen-1-yl-butyl)piperazine

HRID 497347
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HRID 497347 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:31]2[CH2:32][CH2:33][N:34]([CH3:37])[CH2:35][CH:36]=2)[C:9]([N:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][CH2:19][CH2:20][C:21]3[C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[CH:24]=[CH:23][CH:22]=3)[CH2:13][CH2:12]2)=O)=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1.CCOCC.N>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:31]2[CH2:32][CH2:33][N:34]([CH3:37])[CH2:35][CH:36]=2)[CH2:9][N:11]2[CH2:12][CH2:13][N:14]([CH2:17][CH2:18][CH2:19][CH2:20][C:21]3[C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[CH:24]=[CH:23][CH:22]=3)[CH2:15][CH2:16]2)=[CH:6][CH:7]=1
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참가 물질

6

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 223186454-{1-(4-fluorophenyl)-2-[4-(4-naphthalen-1-yl-butyl)piperazin-1-yl]-2-oxoethyl}-1-methyl-3,6-dihydro-2H-pyridine

생성물 1

HCID 223186661-[2-(4-Fluorophenyl)-2-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)ethyl]-4-(4-naphthalen-1-yl-butyl)piperazine수율 41.2%

시약·촉매·용매 3

HCID 222Ammonia용매
HCID 3283
Diethyl Ether
용매
HCID 8028Tetrahydrofuran용매

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온도
50 °C

실험 절차

0.25 g of 4-{1-(4-Fluorophenyl)-2-[4-(4-naphthalen-1-yl-butyl)piperazin-1-yl]-2-oxoethyl}-1-methyl-3,6-dihydro-2H-pyridine was dissolved in 3 ml of tetrahydrofuran, and 18 mg of lithium aluminum hydride was added, followed by stirring at 50° C. for 15 minutes. The reaction solution was cooled to room temperature and diluted with ether, and 25% aqueous ammonia solution was added dropwise. The precipitate was removed by Celite filtration, the filtrate was concentrated under reduced pressure, and the residue was purified by a silica gel column chromatography (Chromatorex NH, hexane:ethyl acetate=4:1) to give 0.10 g of 1-[2-(4-fluorophenyl)-2-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)ethyl]-4-(4-naphthalen-1-yl-butyl)piperazine as an oil.

후처리

  1. temperatureThe reaction solution was cooled to room temperature
  2. additionwas added dropwise
  3. customThe precipitate was removed by Celite filtration
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customthe residue was purified by a silica gel column chromatography (Chromatorex NH, hexane:ethyl acetate=4:1)

출처 및 근거

ORD 기록
ord-0134119ef3e6475eb53fa360e15ef9b9
출처 데이터셋
uspto-grants-2005_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06949552B2

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