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Cesium carbonate → 4-tert-butyl-N-(4-chloro-2-[1,2,3]triazolo[4,5-b]pyridine-1-yl-phenyl)-benzenesulfonamide

HRID 502807
ノート
印刷プレビュー

反応式

HRID 502807 の反応式
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=2I)(=[O:13])=[O:12])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[NH:23]1[C:27]2[CH:28]=[CH:29][CH:30]=[N:31][C:26]=2[N:25]=[N:24]1.C([O-])([O-])=O.[Cs+].[Cs+].CN[C@@H]1CCCC[C@H]1NC>[Cu]I.O1CCOCC1>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=2[N:23]2[C:27]3[C:26](=[N:31][CH:30]=[CH:29][CH:28]=3)[N:25]=[N:24]2)(=[O:13])=[O:12])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]
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

7

反応物 4

HCID 10796Cesium carbonateHCID 2733821trans-N,N'-dimethyl-1,2-cyclohexanediamineHCID 594281524-tert-butyl-N-(4-chloro-2-iodo-phenyl)-benzenesulfonamideHCID 178420751HCID 178420751、化合物

生成物 1

HCID 251349214-tert-butyl-N-(4-chloro-2-[1,2,3]triazolo[4,5-b]pyridine-1-yl-phenyl)-benzenesulfonamide

試薬・触媒・溶媒 2

HCID 24350
Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
触媒
HCID 312751,4-Dioxane溶媒

反応条件

温度
90 °C

実験手順

A 4 mL scintillation vial was charged with 4-tert-butyl-N-(4-chloro-2-iodo-phenyl)-benzenesulfonamide (84 mg, 0.19 mmol), 4-azabenzotriazole (29 mg, 0.22 mmol), CuI (3 mg, 0.014 mmol), Cs2CO3 (127 mg, 0.39 mmol), trans-N,N′-dimethylcyclohexane-1,2-diamine (5 mg, 0.04 mmol), and dioxane (500 μL). The reaction was heated to 90° C. and stirred overnight. The following day, the volatiles were removed in vacuo. The residue was subsequently diluted in EtOAc and washed with saturated NH4Cl (aq). The organic layer was then concentrated in vacuo and the residue purified by preparative TLC (thin-layer chromatography) to afford 4-tert-butyl-N-(4-chloro-2-[1,2,3]triazolo[4,5-b]pyridine-1-yl-phenyl)-benzenesulfonamide: MS (ES) M+H expected 442.1, found 442.0.

後処理

  1. customThe following day, the volatiles were removed in vacuo
  2. additionThe residue was subsequently diluted in EtOAc
  3. washwashed with saturated NH4Cl (aq)
  4. concentrationThe organic layer was then concentrated in vacuo
  5. customthe residue purified by preparative TLC (thin-layer chromatography)

出典と根拠

ORDレコード
ord-6c3b87d0b8a04971972f1feb9ace6a8e
出典データセット
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07776877B2

反応ノート

読み込み中…

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