Aluminium lithium hydride → 1-[2-(4-Fluorophenyl)-2-(1-isopropylpiperidin-4-yl)ethyl]-4-[4-(2-methoxynaphthalen-1-yl)butyl]piperazine

HRID 497349ノート

反応式

HRID 497349 の反応式
[CH:1]([N:4]1[CH2:9][CH2:8][CH:7]([CH:10]([C:35]2[CH:40]=[CH:39][C:38]([F:41])=[CH:37][CH:36]=2)[C:11]([N:13]2[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][CH2:21][CH2:22][C:23]3[C:32]4[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=4)[CH:26]=[CH:25][C:24]=3[O:33][CH3:34])[CH2:15][CH2:14]2)=O)[CH2:6][CH2:5]1)([CH3:3])[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1.CCOCC.N>[F:41][C:38]1[CH:37]=[CH:36][C:35]([CH:10]([CH:7]2[CH2:6][CH2:5][N:4]([CH:1]([CH3:3])[CH3:2])[CH2:9][CH2:8]2)[CH2:11][N:13]2[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][CH2:21][CH2:22][C:23]3[C:32]4[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=4)[CH:26]=[CH:25][C:24]=3[O:33][CH3:34])[CH2:15][CH2:14]2)=[CH:40][CH:39]=1

参加物

6

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 223186581-Isopropyl-4-(1-(4-fluorophenyl)-2-{4-[4-(2-methoxynaphthalen-1-yl)butyl]piperazin-1-yl}-2-oxoethyl)piperidine

生成物 1

HCID 223186351-[2-(4-Fluorophenyl)-2-(1-isopropylpiperidin-4-yl)ethyl]-4-[4-(2-methoxynaphthalen-1-yl)butyl]piperazine収率 95.2%

試薬・触媒・溶媒 3

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

反応条件

温度
50 °C

実験手順

0.14 g of 1-Isopropyl-4-(1-(4-fluorophenyl)-2-{4-[4-(2-methoxynaphthalen-1-yl)butyl]piperazin-1-yl}-2-oxoethyl)piperidine was dissolved in 5 ml of tetrahydrofuran, and 10 ml of lithium aluminum hydride was added, followed 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 0.13 g of 1-[2-(4-fluorophenyl)-2-(1-isopropylpiperidin-4-yl)ethyl]-4-[4-(2-methoxynaphthalen-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-91401aa67ff54ce689c74766e5e7967b
出典データセット
uspto-grants-2005_09
特許番号
US06949552B2

反応ノート

読み込み中…