Diisopropylethylamine → HCID 86707737, compound

Participants

Reaction Steps

To a solution of 4-bromo-2,6-difluoroaniline (10 g, 48 mmol) in DCM (15 mL) was added ethyl 3-chloro-3-oxopropanoate (6.8 mL, 53 mmol) and DIEA (9.2 mL, 53 mmol) and the reaction mixture stirred for 1 h. The reaction mixture was partitioned between H2O and DCM and the layers separated. The DCM portion was washed with satd. NH4Cl and H2O then dried (Na2SO4) and filtered. The filtrate was concentrated under reduced pressure to give Compound 90a (10 g, 65% yield). LCMS=1.60 min using analytical method (Q), 321.9 (M+H). 1H NMR (500 MHz, CDCl3) δ 8.89 (br. s., 1H), 7.20-7.15 (m, 2H), 4.29 (q, J=7.2 Hz, 2H), 3.54 (s, 2H), 1.36-1.31 (m, 3H).

Provenance & Evidence