Pyrrolidine → Z-2-[4-chloro-2-(6-chloro-5-fluoro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-phenoxy]-2-ethyl-butyric acid methyl ester

HRID 504605

反応式

HRID 504605 の反応式
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][C:7](=[O:11])[NH:8]2)=[CH:4][C:3]=1[F:12].[CH3:13][O:14][C:15](=[O:31])[C:16]([O:21][C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:23]=1[CH:29]=O)([CH2:19][CH3:20])[CH2:17][CH3:18].N1CCCC1>CO>[CH3:13][O:14][C:15](=[O:31])[C:16]([O:21][C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:23]=1/[CH:29]=[C:6]1\[C:7](=[O:11])[NH:8][C:9]2[C:5]\1=[CH:4][C:3]([F:12])=[C:2]([Cl:1])[CH:10]=2)([CH2:17][CH3:18])[CH2:19][CH3:20]

参加物

5

反応物 3

HCID 31268PyrrolidineHCID 97940836-Chloro-5-fluoroindolin-2-oneHCID 594280992-(4-Chloro-2-formyl-phenoxy)-2-ethyl-butyric acid methyl ester

生成物 1

HCID 86632112Z-2-[4-chloro-2-(6-chloro-5-fluoro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-phenoxy]-2-ethyl-butyric acid methyl ester

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
70 °C

実験手順

To the mixture of 6-chloro-5-fluoro-1,3-dihydro-indol-2-one (500 mg, 2.7 mmol) and 2-(4-chloro-2-formyl-phenoxy)-2-ethyl-butyric acid methyl ester (844 mg, 2.97 mmol) in methanol (5 mL) was added pyrrolidine (95 mg, 1.35 mmol) dropwise. The mixture was then heated at 70° C. for 1 h. After cooled to room temperature, the mixture was partitioned between EtOAc and diluted HCl solution. The organic phase was washed with water, brine, dried over anhydrous Na2SO4 and concentrated to give the crude product as a red-yellow solid, which was used for the next step reaction without further purification.

後処理

  1. temperatureAfter cooled to room temperature
  2. customthe mixture was partitioned between EtOAc and diluted HCl solution
  3. washThe organic phase was washed with water, brine
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-127f6985906649c7a89aa6fa24ed79e0
出典データセット
uspto-grants-2010_08
特許番号
US07776875B2

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