Triethylamine → HCID 90466705, compound

Participants

Reaction Steps

See FIG. 18(d). 1-((3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl)methyl)-1H-pyrrolo[3,2-b]pyridine-3-carboxylic acid (100 mg, 0.27 mmol) was taken in DCM (10 mL) to get a clear solution. Triethyl amine (0.190 mL, 1.37 mmol) was added followed by the addition of 1-Propanephosphonic acid cyclic anhydride solution in ethyl acetate (0.326 mL, 0.55 mmol) and stirred the reaction mass for 5 minutes. 2-Fluoroethylamine hydrochloride (54.5 mg, 0.55 mmol) was added and stirred the reaction mass for 3 h. After completion of the reaction, diluted with DCM and then washed with water and brine solution. The organic layer was separated, dried, evaporated and the crude compound was purified by silica gel chromatography using methanol and dichloromethane as eluent. Yield-49%. ES+MS m/z: 411 (M+1). 1H NMR (300 MHz, DMSO-d6) δ ppm 2.25 (s, 3 H ) 3.67 (q, J=5.21 Hz, 1 H ) 3.76 (q, J=5.21 Hz, 1 H ) 4.50 (t, J=4.99 Hz, 1 H ) 4.66 (t, J=4.90 Hz, 1 H ) 4.90 (q, J=8.85 Hz, 2 H ) 5.68 (s, 2 H ) 7.06 (d, J=5.84 Hz, 1 H ) 7.24 (dd, J=8.38, 4.62 Hz, 1 H ) 7.93 (d, J=7.35 Hz, 1 H ) 8.17 (d, J=5.65 Hz, 1 H ) 8.24 (s, 1 H ) 8.48 (d, J=3.77 Hz, 1 H ) 8.94 (t, J=5.75 Hz, 1 H ).

Provenance & Evidence