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Methanol → N-(5-chloropyridin-2-yl)-3-[2-hydroxy-4-methylthiobenzoylamino]pyridine-2-carboxamide

HRID 1434846
ノート
印刷プレビュー

反応式

HRID 1434846 の反応式
C([O:4][C:5]1[CH:29]=[C:28]([CH3:30])[CH:27]=[CH:26][C:6]=1[C:7]([NH:9][C:10]1[C:11]([C:16]([NH:18][C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][N:20]=2)=[O:17])=[N:12][CH:13]=[CH:14][CH:15]=1)=[S:8])(=O)C.C1COCC1.CO.C([O-])([O-])=O.[Na+].[Na+]>ClCCl.Cl>[Cl:25][C:22]1[CH:23]=[CH:24][C:19]([NH:18][C:16]([C:11]2[C:10]([NH:9][C:7](=[S:8])[C:6]3[CH:26]=[CH:27][C:28]([CH3:30])=[CH:29][C:5]=3[OH:4])=[CH:15][CH:14]=[CH:13][N:12]=2)=[O:17])=[N:20][CH:21]=1
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 887MethanolHCID 8028TetrahydrofuranHCID 10340Sodium CarbonateHCID 866200023-[2-acetoxy-4-methylthiobenzoylamino]-N-(5-chloropyridin-2-yl)pyridine-2-carboxamide

生成物 1

HCID 136348818N-(5-chloropyridin-2-yl)-3-[2-hydroxy-4-methylthiobenzoylamino]pyridine-2-carboxamide収率 80.6%

試薬・触媒・溶媒 2

HCID 313
Hydrochloric Acid
溶媒
HCID 6344Dichloromethane溶媒

実験手順

To a mixture of 3-[2-acetoxy-4-methylthiobenzoylamino]-N-(5-chloropyridin-2-yl)pyridine-2-carboxamide (13 g, 28.4 mmol), THF (100 mL) and MeOH (50 mL) was added Na2CO3 (5.75 g, 54.3 mmol), and the mixture was stirred for 18 h. The resulting yellow suspension was diluted with dichloro-methane (100 mL), and 1 N HCl (about 55 mL) was slowly added. The mixture was partitioned and the white organic suspension was concentrated. The residue was triturated with dichloromethane (200 mL) and filtered to give the title compound as a white solid (9.5 g, 22.9 mmol, 80%).

後処理

  1. additionwas slowly added
  2. customThe mixture was partitioned
  3. concentrationthe white organic suspension was concentrated
  4. customThe residue was triturated with dichloromethane (200 mL)
  5. filtrationfiltered

出典と根拠

ORDレコード
ord-0adebe3d49fa40d6a49218a1497b5fb4
出典データセット
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07615568B2

反応ノート

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