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Hydrochloric Acid → 2-(5-fluoro-2-methyl-3-(2-(piperidin-1-ylsulfonyl)benzyl)-1H-indol-1-yl)acetic acid

HRID 1919853
ノート
印刷プレビュー

反応式

HRID 1919853 の反応式
C([O:3][C:4](=[O:33])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][C:11]([F:15])=[CH:12][CH:13]=2)[C:8]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[S:23]([N:26]2[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)(=[O:25])=[O:24])=[C:7]1[CH3:32])C.[OH-].[K+].Cl>C1COCC1.O>[F:15][C:11]1[CH:10]=[C:9]2[C:14](=[CH:13][CH:12]=1)[N:6]([CH2:5][C:4]([OH:33])=[O:3])[C:7]([CH3:32])=[C:8]2[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[S:23]([N:26]1[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]1)(=[O:24])=[O:25]
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 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 674907462-(5-fluoro-2-methyl-3-(2-(piperidin-1-ylsulfonyl)benzyl)-1H-indol-1-yl)acetic acid ethyl ester

生成物 1

HCID 671595512-(5-fluoro-2-methyl-3-(2-(piperidin-1-ylsulfonyl)benzyl)-1H-indol-1-yl)acetic acid収率 94.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 8028
Tetrahydrofuran
溶媒

実験手順

To a stirred solution of 2-(5-fluoro-2-methyl-3-(2-(piperidin-1-ylsulfonyl)benzyl)-1H-indol-1-yl)acetic acid ethyl ester (1.23 g, 2.60 mmol) in THF (50 mL), was added a solution of potassium hydroxide (0.73 g, 13.0 mmol) in water (50 mL), and the resulting solution stirred at room temperature for 2 hours. Aqueous HCl (2N, 15 mL) was then added and the aqueous layer extracted with ethyl acetate (100 mL). The organic layers were washed with brine (2×50 mL), dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo. The solid was triturated with diethyl ether and dried in vacuo to afford 2-(5-fluoro-2-methyl-3-(2-(piperidin-1-ylsulfonyl)benzyl)-1H-indol-1-yl)acetic acid (1.09 g, 2.45 mmol, 94%).

後処理

  1. extractionthe aqueous layer extracted with ethyl acetate (100 mL)
  2. washThe organic layers were washed with brine (2×50 mL)
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customevaporated in vacuo
  6. customThe solid was triturated with diethyl ether
  7. customdried in vacuo

出典と根拠

ORDレコード
ord-3df44295d9ee4451ad88dabb49fd463a
出典データセット
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08168673B2

反応ノート

読み込み中…

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