1,3-dihydro-1,3-dioxo-2H-isoindole-2-propionyl chloride → 1-(3-(1,3-Dioxoisoindolin-2-yl)propanoyl)-4,4-dimethylpyrrolidine-2-carboxylic acid

HRID 520306ノート

反応式

HRID 520306 の反応式
[CH3:1][C:2]1([CH3:10])[CH2:6][NH:5][CH:4]([C:7]([OH:9])=[O:8])[CH2:3]1.[O:11]=[C:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14](=[O:21])[N:13]1[CH2:22][CH2:23][C:24](Cl)=[O:25]>CN(C=O)C>[O:11]=[C:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14](=[O:21])[N:13]1[CH2:22][CH2:23][C:24]([N:5]1[CH2:6][C:2]([CH3:10])([CH3:1])[CH2:3][CH:4]1[C:7]([OH:9])=[O:8])=[O:25]

参加物

4

反応物 2

HCID 869661,3-dihydro-1,3-dioxo-2H-isoindole-2-propionyl chlorideHCID 2866424,4-Dimethylpyrrolidine-2-carboxylic acid

生成物 1

HCID 1177774051-(3-(1,3-Dioxoisoindolin-2-yl)propanoyl)-4,4-dimethylpyrrolidine-2-carboxylic acid

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 4,4-dimethylpyrrolidine-2-carboxylic acid 137f (13.0 g, 72.5 mmol) in DMF (250 mL) was added 137h (17.0 g, 72.5 mmol) and TEA (14.5 g, 145 mmol). See FIG. 2. The mixture was stirred at RT (room temperature) for 16 h (sixteen hours). Upon reaction completion, the mixture was washed with brine (50 mL×3), dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to give crude 1-(3-(1,3-dioxoisoindolin-2-yl)propanoyl)-4,4-dimethylpyrrolidine-2-carboxylic acid 137i, which was used directly without purification.

後処理

  1. customUpon reaction completion
  2. washthe mixture was washed with brine (50 mL×3)
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-adb298f8946e41fbbb0ca163a4ad0259
出典データセット
uspto-grants-2016_05
特許番号
US09326985B2

反応ノート

読み込み中…