1,1'-Carbonyldiimidazole → HCID 45087014, compound

trans-1-Benzyl-4-methyl-3-pyrrolidinecarboxylic acid (4.04 g) was dissolved in dichloromethane (50 mL). To this solution, 1,1′-carbonylbis-1H-imidazole (3.58 g) was added and the mixture was stirred at room temperature for 1 hour. While the reaction mixture was cooled on an ice bath, a dichloromethane solution (15 mL) of cyclopropylamine (1.53 mL) was added dropwise and the mixture was stirred at room temperature for 3 hours. Subsequently, the reaction mixture was washed with water, was dried over anhydrous sodium sulfate, and was then concentrated under reduced pressure. The resulting residue was crystallized in a hexane/diisopropyl ether mixture and the formed crystal was filtrated. The collected crystal was then washed with a hexane/diisopropyl ether mixture and was dried under reduced pressure to obtain 4.07 g of trans-1-benzyl-N-cyclopropyl-4-methyl-3-pyrrolidinecarboxamide as a white crystal.

1. temperatureWhile the reaction mixture was cooled on an ice bath
2. stirringthe mixture was stirred at room temperature for 3 hours
3. washSubsequently, the reaction mixture was washed with water
4. dry with materialwas dried over anhydrous sodium sulfate
5. concentrationwas then concentrated under reduced pressure
6. customThe resulting residue was crystallized in a hexane/diisopropyl ether mixture
7. filtrationthe formed crystal was filtrated
8. washThe collected crystal was then washed with a hexane/diisopropyl ether mixture
9. customwas dried under reduced pressure

ORD record

ord-10e019a0e1f642a281b5665a0a141aa3

Source dataset

uspto-grants-2006_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07153851B2