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Bis(2-chloroethyl)amine hydrochloride → 2-Chloro-5-Piperazin-1-yl-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide

HRID 2298042
ノート
印刷プレビュー

反応式

HRID 2298042 の反応式
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:22])=[C:6]([CH:21]=1)[C:7]([NH:9][CH2:10][C:11]12[CH2:20][CH:15]3[CH2:16][CH:17]([CH2:19][CH:13]([CH2:14]3)[CH2:12]1)[CH2:18]2)=[O:8].Cl.Cl[CH2:25][CH2:26][NH:27][CH2:28][CH2:29]Cl>C1(C)C(C)=CC=CC=1>[Cl:22][C:5]1[CH:4]=[CH:3][C:2]([N:1]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)=[CH:21][C:6]=1[C:7]([NH:9][CH2:10][C:11]12[CH2:12][CH:13]3[CH2:19][CH:17]([CH2:16][CH:15]([CH2:14]3)[CH2:20]1)[CH2:18]2)=[O:8]
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

4

反応物 2

HCID 522769Bis(2-chloroethyl)amine hydrochlorideHCID 227314875-Amino-2-chloro-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide

生成物 1

HCID 99083062-Chloro-5-Piperazin-1-yl-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide収率 74%

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

反応条件

温度
150 °C

実験手順

To a solution of 5-amino-2-chloro-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide (1.00 g, Example 4b) in xylene (20 ml) was added bis-(2-chloroethyl)amine hydrochloride salt (0.620 g). The mixture was heated at 150° C. for 12 h (a dark solution is obtained). The cold solution was washed with 2M HCl, the aqueous layer washed with ethyl acetate then basified with sodium bicarbonate and extracted twice with dichloromethane. The organic layer was dried over magnesium sulfate, filtered and the filtrate concentrated under reduced pressure to give a foam. The crude material was purified on silica gel (0-10% ethanol/dichloromethane), to afford the title compound as a white solid (0.90 g).

後処理

  1. customis obtained)
  2. washThe cold solution was washed with 2M HCl
  3. washthe aqueous layer washed with ethyl acetate
  4. extractionextracted twice with dichloromethane
  5. dry with materialThe organic layer was dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationthe filtrate concentrated under reduced pressure
  8. customto give a foam
  9. customThe crude material was purified on silica gel (0-10% ethanol/dichloromethane)

出典と根拠

ORDレコード
ord-3fdcfd9aef704c199099ddbd24bd4556
出典データセット
uspto-grants-2002_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06492355B1

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート