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Omeprazole → 1-[2-acetamido-4-methyl-5-thiazolylsulfonyl]-5-methoxy-2-[[(3,5-dimethyl-4-methoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole

HRID 411616
ノート
印刷プレビュー

反応式

HRID 411616 の反応式
[CH3:1][O:2][C:3]1[CH:24]=[CH:23][C:6]2[NH:7][C:8]([S:10]([CH2:12][C:13]3[C:18]([CH3:19])=[C:17]([O:20][CH3:21])[C:16]([CH3:22])=[CH:15][N:14]=3)=[O:11])=[N:9][C:5]=2[CH:4]=1.[C:25]([NH:28][C:29]1[S:30][C:31]([S:35](Cl)(=[O:37])=[O:36])=[C:32]([CH3:34])[N:33]=1)(=[O:27])[CH3:26].ClCCl.C(#N)C.CO>ClCCl.C(N(CC)CC)C>[C:25]([NH:28][C:29]1[S:30][C:31]([S:35]([N:7]2[C:6]3[CH:23]=[CH:24][C:3]([O:2][CH3:1])=[CH:4][C:5]=3[N:9]=[C:8]2[S:10]([CH2:12][C:13]2[C:18]([CH3:19])=[C:17]([O:20][CH3:21])[C:16]([CH3:22])=[CH:15][N:14]=2)=[O:11])(=[O:36])=[O:37])=[C:32]([CH3:34])[N:33]=1)(=[O:27])[CH3:26]
参加物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 4594Omeprazole2 回HCID 969512-Acetamido-4-methylthiazole-5-sulfonyl chlorideHCID 22226298MeOH ACN DCM

生成物 1

HCID 102184591-[2-acetamido-4-methyl-5-thiazolylsulfonyl]-5-methoxy-2-[[(3,5-dimethyl-4-methoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole収率 51.7%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane
溶媒
HCID 8471Triethylamine溶媒

実験手順

172 mg of 5-methoxy-2-[[(3,5-dimethyl-4-methoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole was dissolved in 10 ml of dichloromethane and 0.4 ml of triethylamine, and 128 mg of 2-acetamido-4-methyl-5-thiazolyl sulfonyl chloride was added. The reaction mixture was stirred at room temperature for 15 hr. Product spot was shown at slightly higher position than 5-methoxy-2-[[(3,5-dimethyl-4-methoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole in thin layer chromatography (developing solvent: dichloromethane-acetonitrile-methanol=100: 10: 5). Product was separated by silica gel column chromatography. 145 mg of the titled product was isolated.

後処理

  1. customProduct was separated by silica gel column chromatography

出典と根拠

ORDレコード
ord-7cd2aead064d4e10824ddaf355b363ef
出典データセット
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06559167B1

反応ノート

読み込み中…

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