Pyrrolidine → Z-2-[4-Chloro-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-phenoxy]-2-propyl-pentanoic acid ethyl ester

HRID 504585ノート

反応式

HRID 504585 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][CH:3]=1.[CH2:12]([O:14][C:15](=[O:33])[C:16]([O:23][C:24]1[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][C:25]=1[CH:31]=O)([CH2:20][CH2:21][CH3:22])[CH2:17][CH2:18][CH3:19])[CH3:13].N1CCCC1>CO>[CH2:12]([O:14][C:15](=[O:33])[C:16]([O:23][C:24]1[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][C:25]=1/[CH:31]=[C:6]1\[C:7](=[O:11])[NH:8][C:9]2[C:5]\1=[CH:4][CH:3]=[C:2]([Cl:1])[CH:10]=2)([CH2:20][CH2:21][CH3:22])[CH2:17][CH2:18][CH3:19])[CH3:13]

参加物

5

反応物 3

HCID 31268PyrrolidineHCID 7363446-Chloro-1,3-dihydroindol-2-oneHCID 59428102HCID 59428102、化合物

生成物 1

HCID 86632098Z-2-[4-Chloro-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-phenoxy]-2-propyl-pentanoic acid ethyl ester収率 20.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
80 °C

実験手順

To the mixture of 6-chlorooxindole (9.3 g, 55.7 mmol) and 2-(4-chloro-2-formyl-phenoxy)-2-propyl-pentanoic acid ethyl ester (14 g, 42.9 mmol) in methanol (100 mL) was added pyrrolidine (3.3 g, 47.2 mmol) dropwise. The mixture was then heated at 80° C. for 2 h. After cooled to room temperature, the mixture was concentrated. The residue was purified by flash column to give the title compound (4.2 g).

後処理

  1. temperatureAfter cooled to room temperature
  2. concentrationthe mixture was concentrated
  3. customThe residue was purified by flash column

出典と根拠

ORDレコード
ord-f817215d9c1e4c3eb3f12dab9d16abf1
出典データセット
uspto-grants-2010_08
特許番号
US07776875B2

反応ノート

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