Reaction #336855

ord-d4f34c16031c47b7b516f9ebb1546ff4

Reaction equation

CCOC(=O)c1cnc2ccccc2c1Cl
3a
CCOC(=O)c1cnc2ccccc2c1Cl
Ethyl 4-chloro-quinoline-3-carboxylate
CCOC(=O)c1cnc2ccc(F)cc2c1O
2b
CCOC(=O)c1cnc2ccc(F)cc2c1O
Ethyl 6-fluoro-4-hydroxy-quinoline-3-carboxylate
CCOC(=O)c1cnc2ccc(F)cc2c1Cl
title compound
CCOC(=O)c1cnc2ccc(F)cc2c1Cl
Ethyl 4-chloro-6-fluoro-quinoline-3-carboxylate

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

The title compound was prepared following the procedure described in Step 2 for the synthesis of 3a using 2b instead of 2a. 1H NMR (CDCl3) δ (ppm): 1.47 (3H, t, J=7.08 Hz), 4.51 (2H, q, J=7.08 Hz), 7.63 (1H, m), 8.02 (1H, dd, J=9.52, 2.68 Hz), 8.15 (1H, dd, J=9.27, 5.37 Hz), 9.15 (1H, s). m/z 254.6 (MH+).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07863266B2uspto-grants-2011_01