Triethylamine → HCID 72792697, compound

Participants

Reaction Steps

See FIG. 19(d). 1-((6-methoxy-5-methylpyrimidin-4-yl)methyl)-6-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxylic acid (100 mg, 0.32 mmol) was taken in dichloromethane (10 mL) to get a suspension. Added triethyl amine (0.133 mL, 0.96 mmol) followed by the addition of 1-Propanephosphonic acid cyclic anhydride (0.381 mL, 0.64 mmol). The reaction mass was stirred at RT for 5 minutes. (R)-2-fluoropropan-1-amine (49.4 mg, 0.64 mmol) was added and stirred at RT for overnight. After the completion of the reaction, diluted the reaction mass with DCM, washed ith water, and brine solution. The organic layer was dried over sodium sulphate, evaporated and the crude compound was purified by silica gel chromatography. Yield-75%. ES+MS m/z: 373.2 (M+1). 1H NMR (300 MHz, DMSO-d6) δ ppm 1.25-1.42 (m, 4 H ) 2.24 (s, 3H) 2.40 (s, 3 H ) 3.42-3.81 (m, 2 H ) 3.94 (s, 3 H ) 4.65-4.85 (m, 1 H ) 4.93 (td, J=6.50, 3.39 Hz, 1 H ) 5.64 (s, 2 H ) 7.76 (s, 1 H ) 8.16 (s, 1 H ) 8.29-8.47 (m, 2 H ) 8.91 (t, J=6.03 Hz, 1 H ).

Provenance & Evidence