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 vials from the second step. The vials were shaken on the J-KEM block at about 80° C. for about 15 h. The solutions were cooled to room temperature and concentrated in vacuo. The residues were then extracted with ethyl acetate and the extract 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 calculated and the compounds were sampled for LC/MS analysis.

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

ORD record

ord-e0feb36183cf48e79db085c252cf26d7

Source dataset

uspto-grants-2007_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07163943B2