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Pyridine → 1-(6-Chloronaphthalen-2-ylsulfonyl)-4-[6-(4-methyl-hexahydro-1,4-diazepin-1-yl)pyridazin-3-ylcarbonyl]-piperazine Hemihydrate

HRID 1372884
ノート
印刷プレビュー

反応式

HRID 1372884 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12]([N:15]1[CH2:20][CH2:19][N:18]([C:21]([C:23]3[N:24]=[N:25][C:26](Cl)=[CH:27][CH:28]=3)=[O:22])[CH2:17][CH2:16]1)(=[O:14])=[O:13])[CH:6]=[CH:5]2.[CH3:30][N:31]1[CH2:37][CH2:36][CH2:35][NH:34][CH2:33][CH2:32]1.N1C=CC=CC=1>CS(C)=O.C(OCC)(=O)C>[OH2:13].[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12]([N:15]1[CH2:20][CH2:19][N:18]([C:21]([C:23]3[N:24]=[N:25][C:26]([N:34]4[CH2:35][CH2:36][CH2:37][N:31]([CH3:30])[CH2:32][CH2:33]4)=[CH:27][CH:28]=3)=[O:22])[CH2:17][CH2:16]1)(=[O:14])=[O:13])[CH:6]=[CH:5]2.[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12]([N:15]1[CH2:20][CH2:19][N:18]([C:21]([C:23]3[N:24]=[N:25][C:26]([N:34]4[CH2:35][CH2:36][CH2:37][N:31]([CH3:30])[CH2:32][CH2:33]4)=[CH:27][CH:28]=3)=[O:22])[CH2:17][CH2:16]1)(=[O:14])=[O:13])[CH:6]=[CH:5]2
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 3

HCID 1049PyridineHCID 2283491-MethylhomopiperazineHCID 210726741-(6-Chloronaphthalene-2-sulfonyl)-4-(6-chloropyridazin-3-ylcarbonyl)piperazine

生成物 1

HCID 877961221-(6-Chloronaphthalen-2-ylsulfonyl)-4-[6-(4-methyl-hexahydro-1,4-diazepin-1-yl)pyridazin-3-ylcarbonyl]-piperazine Hemihydrate収率 62.9%

試薬・触媒・溶媒 2

HCID 679
Dimethyl Sulfoxide
溶媒
HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

A mixture of 1-(6-chloronaphthalene-2-sulfonyl)-4-(6-chloropyridazin-3-ylcarbonyl)piperazine (0.2 g, 0.443 mmol), 1-methylhexahydro-1,4-diazepine (0.166 mL, 1.33 mmol) and pyridine (0.11 mL, 1.33 mmol) in DMSO (5 mL) was heated in a sealed tube at 80° C. overnight. The reaction mixture was cooled to room temperature, diluted with ethyl acetate (500 mL), washed with saturated sodium bicarbonate (200 mL), water (2×150 mL) and brine, and dried over sodium sulfate. After filtration and evaporation of the solvent, the residue was purified by flash chromatography over silica, eluting with 5–7% methanol/methylene chloride, to afford the title compound (0.1 g, 43%).

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. washwashed with saturated sodium bicarbonate (200 mL), water (2×150 mL) and brine
  3. dry with materialdried over sodium sulfate
  4. filtrationAfter filtration and evaporation of the solvent
  5. customthe residue was purified by flash chromatography over silica
  6. washeluting with 5–7% methanol/methylene chloride

出典と根拠

ORDレコード
ord-bd384395b9c442e0a2c6f565caed977e
出典データセット
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07160878B2

反応ノート

読み込み中…

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