Acetonitrile → Diisopropylethylamine

Temperature

80 °C

A stock solution of 2-(aminomethyl)-1-ethylpyrrolidine (1.08 M) and DIEA (1.19 M) in CH3CN was prepared and 0.5 mL (containing 69 mg/79 μL, 0.542 mmol amine and 77 mg/104 μL, 0.596 mmol DIEA) was dispensed into each of the 40 mL from the second step. The vials were then shaken on the J-KEM block at about 80° C. for about 15 h. The solutions were cooled to room temperature and taken to dryness in vacuo. The residues were then extracted with ethyl acetate and the extract was washed with brine. The aqueous layers were extracted a second time with ethyl acetate and the combined organic layers were dried over Na2SO4 and passed through a plug of Celite™ into barcoded, tared vials. After concentration in vacuo, masses were determined and yields were calculated, and the compounds were sampled for LC/MS analysis.

1. temperatureThe solutions were cooled to room temperature
2. extractionThe residues were then extracted with ethyl acetate
3. washthe extract was washed with brine
4. extractionThe aqueous layers were extracted a second time with ethyl acetate
5. dry with materialthe combined organic layers were dried over Na2SO4
6. concentrationAfter concentration in vacuo, masses
7. customyields
8. aliquotthe compounds were sampled for LC/MS analysis

ORD record

ord-0514d2e3f52d4e3794ac540ba9ec77b4

Source dataset

uspto-grants-2007_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07173032B2