Reacción #607488

ord-adb298f8946e41fbbb0ca163a4ad0259

Ecuación de reacción

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

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroUpon reaction completion
  2. 2
    Lavadothe mixture was washed with brine (50 mL×3)
  3. 3
    Secadodried over anhydrous sodium sulfate
  4. 4
    Filtraciónfiltered
  5. 5
    Concentraciónconcentrated under reduced pressure

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09326985B2uspto-grants-2016_05