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Lithium Hydroxide → HCID 16660417、化合物

HRID 2266631
ノート
印刷プレビュー

反応式

HRID 2266631 の反応式
C[O:2][C:3](=[O:39])[C@@H:4]([O:6][C:7]1[CH:16]=[CH:15][C:14]([F:17])=[C:13]2[C:8]=1[C:9]([O:35][CH:36]([F:38])[F:37])=[C:10]([CH2:20][C:21]1[CH:26]=[CH:25][C:24]([C:27](=[O:33])[NH:28][CH:29]3[CH2:32][CH2:31][CH2:30]3)=[CH:23][C:22]=1[Cl:34])[C:11]([CH2:18][CH3:19])=[N:12]2)[CH3:5].[OH-].[Li+]>O1CCCC1>[Cl:34][C:22]1[CH:23]=[C:24]([C:27](=[O:33])[NH:28][CH:29]2[CH2:30][CH2:31][CH2:32]2)[CH:25]=[CH:26][C:21]=1[CH2:20][C:10]1[C:11]([CH2:18][CH3:19])=[N:12][C:13]2[C:8]([C:9]=1[O:35][CH:36]([F:38])[F:37])=[C:7]([O:6][C@@H:4]([CH3:5])[C:3]([OH:39])=[O:2])[CH:16]=[CH:15][C:14]=2[F:17]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 3939Lithium HydroxideHCID 68784678HCID 68784678、化合物

生成物 1

HCID 16660417HCID 16660417、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of (S)-2-[3-(2-chloro-4-cyclobutylcarbamoylbenzyl)-4-difluoromethoxy-2-ethyl-8-fluoroquinolin-5-yloxy]propionic acid methyl ester (0.18 g), tetrahydrofuran (5.0 mL) and 1.0 M aqueous lithium hydroxide solution (1.0 mL) was stirred at room temperature for 3 hours. The mixture was concentrated under reduced pressure, acidified by the addition of sodium dihydrogenphosphate and extracted with ethyl acetate. The combined extracts were dried over magnesium sulfate and the solvent removed under reduced pressure. Purification of the residue by column chromatography on C-18 column, eluting with a mixture of water and methanol (9:1 to 0:1 by volume) gave title compound as a pale yellow solid, 0.13 g.

後処理

  1. concentrationThe mixture was concentrated under reduced pressure
  2. additionacidified by the addition of sodium dihydrogenphosphate
  3. extractionextracted with ethyl acetate
  4. dry with materialThe combined extracts were dried over magnesium sulfate
  5. customthe solvent removed under reduced pressure
  6. customPurification of the residue by column chromatography on C-18 column
  7. washeluting with a mixture of water and methanol (9:1 to 0:1 by volume)

出典と根拠

ORDレコード
ord-9fcab232e16d479e91eb63e8fe6d9704
出典データセット
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07858640B2

反応ノート

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