تفاعل #607488

ord-adb298f8946e41fbbb0ca163a4ad0259

معادلة التفاعل

CC1(C)CNC(C(=O)O)C1
4,4-dimethylpyrrolidine-2-carboxylic acid
O=C(Cl)CCN1C(=O)c2ccccc2C1=O
137h
O=C(Cl)CCN1C(=O)c2ccccc2C1=O
3-(1,3-dioxoisoindolin-2-yl)propanoyl chloride
CC1(C)CC(C(=O)O)N(C(=O)CCN2C(=O)c3ccccc3C2=O)C1
1-(3-(1,3-dioxoisoindolin-2-yl)propanoyl)-4,4-dimethylpyrrolidine-2-carboxylic acid

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىUpon reaction completion
  2. 2
    غسيلthe mixture was washed with brine (50 mL×3)
  3. 3
    تجفيفdried over anhydrous sodium sulfate
  4. 4
    ترشيحfiltered
  5. 5
    تركيزconcentrated under reduced pressure

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09326985B2uspto-grants-2016_05