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Sodium Hydroxide → HCID 178432262、化合物

HRID 513872
ノート
印刷プレビュー

反応式

HRID 513872 の反応式
[NH2:1][C:2]1[N:6]([C:7]2[CH:16]=[CH:15][C:10]3[NH:11][C:12]([CH3:14])=[N:13][C:9]=3[CH:8]=2)[N:5]=[CH:4][C:3]=1[C:17]([C:19]1[N:20](CC2C=CC(OC)=CC=2)[C:21]([Br:25])=[C:22]([Br:24])[CH:23]=1)=[O:18].[OH-].[Na+]>C(OCC)(=O)C.S(=O)(=O)(O)O>[NH2:1][C:2]1[N:6]([C:7]2[CH:16]=[CH:15][C:10]3[NH:11][C:12]([CH3:14])=[N:13][C:9]=3[CH:8]=2)[N:5]=[CH:4][C:3]=1[C:17]([C:19]1[NH:20][C:21]([Br:25])=[C:22]([Br:24])[CH:23]=1)=[O:18]
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 14798Sodium HydroxideHCID 178490813HCID 178490813、化合物

生成物 1

HCID 178432262HCID 178432262、化合物

試薬・触媒・溶媒 1

HCID 86628183Ethyl acetate sulfuric acid溶媒

反応条件

温度
80 °C

実験手順

[5-Amino-1-(2-methyl-1H-benzimidazol-5-yl)-1H-pyrazol-4-yl]-[4,5-dibromo-1-(4-methoxy-benzyl)-1H-pyrrol-2-yl]-methanone (317 mg) was dissolved in ethyl acetate/sulfuric acid (4/1; 5 ml). This was stirred at 80° C. for four hours. The pH of the reaction mixture was adjusted to 11 (basic) using an aqueous solution of 5 M sodium hydroxide while cooling it on ice. The reaction mixture was extracted with ethyl acetate/tetrahydrofuran (THF) (10 ml). The organic layer was washed with an aqueous solution saturated with sodium chloride (5 ml), and the organic layer was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (dichloromethane/methanol). Thus, a brown solid was obtained (135 mg, 54%).

後処理

  1. temperaturewhile cooling it on ice
  2. extractionThe reaction mixture was extracted with ethyl acetate/tetrahydrofuran (THF) (10 ml)
  3. washThe organic layer was washed with an aqueous solution saturated with sodium chloride (5 ml)
  4. concentrationthe organic layer was concentrated under reduced pressure
  5. customThe resulting residue was purified by silica gel column chromatography (dichloromethane/methanol)
  6. customThus, a brown solid was obtained (135 mg, 54%)

出典と根拠

ORDレコード
ord-a4b890b95863479e85badeb176166004
出典データセット
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09102692B2

反応ノート

読み込み中…

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