Hydrochloric Acid → 4-[4-Chloro-3-(1-cyclohexyl-2-oxo-pyrrolidin-3-ylmethyl)-2-fluoro-phenyl]-butyric acid

HRID 2235245ノート

反応式

HRID 2235245 の反応式
[OH-].[Na+].C([O:5][C:6](=[O:31])[CH2:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[C:12]([CH2:17][CH:18]2[CH2:22][CH2:21][N:20]([CH:23]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)[C:19]2=[O:29])[C:11]=1[F:30])C.Cl>CO>[Cl:16][C:13]1[CH:14]=[CH:15][C:10]([CH2:9][CH2:8][CH2:7][C:6]([OH:31])=[O:5])=[C:11]([F:30])[C:12]=1[CH2:17][CH:18]1[CH2:22][CH2:21][N:20]([CH:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)[C:19]1=[O:29]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 592994384-[4-Chloro-3-(1-cyclohexyl-2-oxo-pyrrolidin-3-ylmethyl)-2-fluoro-phenyl]-butyric acid ethyl ester

生成物 1

HCID 592993614-[4-Chloro-3-(1-cyclohexyl-2-oxo-pyrrolidin-3-ylmethyl)-2-fluoro-phenyl]-butyric acid収率 55%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

Add 5 N NaOH solution (3 mL, 3 mmol) into 4-[4-chloro-3-(1-cyclohexyl-2-oxo-pyrrolidin-3-ylmethyl)-2-fluoro-phenyl]-butyric acid ethyl ester (Preparation 79) (0.58 g, 1.4 mmol) in methanol (5 mL) at room temperature and stir for 30 minutes. Evaporate MeOH under reduced pressure and neutralize the residue by 1N HCl. Extract the mixture with ethyl acetate (10 mL) and separate the organic layer. Dry the organic layer with magnesium sulfate, filter and evaporate solvent under reduced pressure. Purify the residue by column chromatography to obtain the title product as white solid (300 mg, 55%): Mass spectrum (ion spray): m/z=396.0 (M+H).

後処理

  1. extractionExtract the mixture with ethyl acetate (10 mL)
  2. customseparate the organic layer
  3. dry with materialDry the organic layer with magnesium sulfate
  4. filtrationfilter
  5. customevaporate solvent under reduced pressure
  6. customPurify the residue by column chromatography

出典と根拠

ORDレコード
ord-fdb962f2302f4826b3d6a3482604c098
出典データセット
uspto-grants-2010_05
特許番号
US07713979B2

反応ノート

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