Methanol → 7-Ethyl-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indole-2-carboxylic acid

HRID 1042135ノート

反応式

HRID 1042135 の反応式
[CH2:1]([C:3]1[CH:4]=[C:5]([O:17][C:18]2[CH:19]=[N:20][C:21]([S:24]([CH3:27])(=[O:26])=[O:25])=[CH:22][CH:23]=2)[CH:6]=[C:7]2[C:11]=1[NH:10][C:9]([C:12]([O:14]CC)=[O:13])=[CH:8]2)[CH3:2].CO.[OH-].[K+]>O1CCCC1>[CH2:1]([C:3]1[CH:4]=[C:5]([O:17][C:18]2[CH:19]=[N:20][C:21]([S:24]([CH3:27])(=[O:26])=[O:25])=[CH:22][CH:23]=2)[CH:6]=[C:7]2[C:11]=1[NH:10][C:9]([C:12]([OH:14])=[O:13])=[CH:8]2)[CH3:2]

参加物

5

反応物 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 66726059ethyl 7-ethyl-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indole-2-carboxylate

生成物 1

HCID 667260097-Ethyl-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indole-2-carboxylic acid収率 100.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of ethyl 7-ethyl-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indole-2-carboxylate (3.64 g), methanol (20 mL), and tetrahydrofuran (40 mL) was added an aqueous solution (10 mL) of potassium hydroxide (1.6 g), and the mixture was stirred at room temperature for 4 hr. The reaction solution was concentrated, acidified with aqueous citric acid solution, and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The obtained pale-yellow crystals were washed with ethyl acetate-hexane to give the title compound (3.4 g, yield 100%) as pale-yellow crystals.

後処理

  1. concentrationThe reaction solution was concentrated
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. washThe obtained pale-yellow crystals were washed with ethyl acetate-hexane

出典と根拠

ORDレコード
ord-108eaf67cc034e81bba012e74dc0a245
出典データセット
uspto-grants-2013_10
特許番号
US08557805B2

反応ノート

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