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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
ノート
印刷プレビュー

反応式

HRID 497347 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 3

HCID 222Ammonia溶媒
HCID 3283
Diethyl Ether
溶媒
HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-0134119ef3e6475eb53fa360e15ef9b9
出典データセット
uspto-grants-2005_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06949552B2

反応ノート

読み込み中…

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