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Methanol → (5-{2-[(N-Cyclopropanecarbonyl-N-ethyl-amino)-methyl]-4-fluoro-phenyl}-pyridin-3-yl)-acetic acid

HRID 554640
ノート
印刷プレビュー

反応式

HRID 554640 の反応式
C([O:3][C:4](=[O:28])[CH2:5][C:6]1[CH:7]=[N:8][CH:9]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][C:13]=2[CH2:19][N:20]([C:23]([CH:25]2[CH2:27][CH2:26]2)=[O:24])[CH2:21][CH3:22])[CH:11]=1)C.[Li+].[OH-].CO>C1COCC1>[CH:25]1([C:23]([N:20]([CH2:19][C:13]2[CH:14]=[C:15]([F:18])[CH:16]=[CH:17][C:12]=2[C:10]2[CH:11]=[C:6]([CH2:5][C:4]([OH:28])=[O:3])[CH:7]=[N:8][CH:9]=2)[CH2:21][CH3:22])=[O:24])[CH2:27][CH2:26]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 887MethanolHCID 3939Lithium HydroxideHCID 58565012(5-{2-[(N-Cyclopropanecarbonyl-N-ethyl-amino)-methyl]-4fluoro-phenyl}-pyridin-3-yl)-acetic acid ethyl ester

生成物 1

HCID 45138779(5-{2-[(N-Cyclopropanecarbonyl-N-ethyl-amino)-methyl]-4-fluoro-phenyl}-pyridin-3-yl)-acetic acid

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
35 °C

実験手順

(5-{2-[(N-Cyclopropanecarbonyl-N-ethyl-amino)-methyl]-4-fluoro-phenyl}-pyridin-3-yl)-acetic acid ethyl ester (0.202 g, 0.53 mmol) was dissolved in THF (5.25 mL) and treated with 1N aqueous LiOH (2.63 mL, 2.63 mmol) and a small amount of MeOH. The reaction was stirred at 35° C. for 30 minutes. The mixture was concentrated, and the residue was diluted with H2O and washed with EtOAc. The aqueous layer was acidified with 1N aqueous HCl to pH 6 and extracted with EtOAc, and the combined organic layers were washed with H2O and brine, and then dried over Na2SO4, filtered, and concentrated to give Compound 23.

後処理

  1. concentrationThe mixture was concentrated
  2. additionthe residue was diluted with H2O
  3. washwashed with EtOAc
  4. extractionextracted with EtOAc
  5. washthe combined organic layers were washed with H2O and brine
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-5f191085416e444aa4a1e0db500acab5
出典データセット
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08049015B2

反応ノート

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