ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Lansoprazole → 3-{2-[3-Methyl-4-(2,2,2-trifluoro-ethoxy)-pyridin-2-ylmethanesulfinyl]-benzimidazole-1-sulfonyl}benzoic Acid 2-(3-nitro-benzenesulfonyl)ethyl Ester

HRID 2182840
ノート
印刷プレビュー

反応式

HRID 2182840 の反応式
[CH3:1][C:2]1[C:3]([CH2:14][S:15]([C:17]2[NH:21][C:20]3[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=3[N:18]=2)=[O:16])=[N:4][CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]([F:13])([F:12])[F:11].[H-].[Na+].S(Cl)(Cl)(=O)=O.[N+:33]([C:36]1[CH:37]=[C:38]([S:42]([CH2:45][CH2:46][O:47][C:48](=[O:59])[C:49]2[CH:54]=[CH:53][CH:52]=[C:51]([S:55](Cl)(=[O:57])=[O:56])[CH:50]=2)(=[O:44])=[O:43])[CH:39]=[CH:40][CH:41]=1)([O-:35])=[O:34]>C(Cl)Cl.O>[N+:33]([C:36]1[CH:37]=[C:38]([S:42]([CH2:45][CH2:46][O:47][C:48](=[O:59])[C:49]2[CH:54]=[CH:53][CH:52]=[C:51]([S:55]([N:21]3[C:20]4[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=4[N:18]=[C:17]3[S:15]([CH2:14][C:3]3[C:2]([CH3:1])=[C:7]([O:8][CH2:9][C:10]([F:13])([F:11])[F:12])[CH:6]=[CH:5][N:4]=3)=[O:16])(=[O:57])=[O:56])[CH:50]=2)(=[O:43])=[O:44])[CH:39]=[CH:40][CH:41]=1)([O-:35])=[O:34]
参加物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 3883LansoprazoleHCID 24648Sulfuryl chlorideHCID 24758Sodium hydrideHCID 713766552-(3-Nitrobenzene-1-sulfonyl)ethyl 3-(chlorosulfonyl)benzoate

生成物 1

HCID 207863723-{2-[3-Methyl-4-(2,2,2-trifluoro-ethoxy)-pyridin-2-ylmethanesulfinyl]-benzimidazole-1-sulfonyl}benzoic Acid 2-(3-nitro-benzenesulfonyl)ethyl Ester収率 80%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

To a heterogeneous mixture of 2-[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-ylmethanesulfinyl]-1H-benzimidazole (600 mg, 1.62 mmol) in CH2Cl (10 mL) was added NaH (45 mg, 1.95 mmol) at room temperature, resulting in a clear solution. To this clear mixture was added the sulfonyl chloride (Intermediate 1, 845 mg, 1.95 mmol, 1.2 eq), in CH2Cl2 at room temperature, and then the mixture was stirred for 2 h. Thereafter water was added and the mixture was extracted with CH2Cl2, and the organic layers were dried and concentrated. The residual oil was purified by column chromatography (3% MeOH in CH2Cl2) to yield 1.0 g (80%) of yellow foam.

後処理

  1. customresulting in a clear solution
  2. extractionthe mixture was extracted with CH2Cl2
  3. customthe organic layers were dried
  4. concentrationconcentrated
  5. customThe residual oil was purified by column chromatography (3% MeOH in CH2Cl2)

出典と根拠

ORDレコード
ord-e12dc1e5a2e5496ca4cf0840e0f664fa
出典データセット
uspto-grants-2005_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06897227B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート