N-methyl-2-morpholin-4-ylacetamide

Conditions: temp:110.01; pressure:0.00; stir:

Procedure: In a microwave vial, under nitrogen, at room temperature, a solution of 6-(2-morpholino-4-oxo-4H-pyrido[1,2-a]pyrimidin-9-yl)dibenzo[b,d]thiophen-2-yl trifluoromethanesulfonate (63 mg, 0.11 mmol) in dry toluene (1 mL) was added to a stirred mixture of N-methyl-2-morpholinoacetamide (35.5 mg, 0.22 mmol), Tripotassium phosphate (47.6 mg, 0.22 mmol), rac BINAP (6.99 mg, 0.01 mmol) and Palladium(II) acetate (2.52 mg, 0.01 mmol) in . The resulting mixture was heated in a Biotage Optimiser Microwave reactor under nitrogen at 100 °C for 3 hours. UPLC of the reaction showed no indication of the desired compound - not isolated - reaction abandonned.

Conditions: temp:110.01; pressure:0.00; stir:

Procedure: A solution of 6-(2-morpholino-4-oxo-4H-pyrido[1,2-a]pyrimidin-9-yl)dibenzo[b,d]thiophen-2-yl trifluoromethanesulfonate (100mg, 0.18 mmol) in dry dioxane (1 ml) was added to a stirred mixture of N-methyl-2-morpholinoacetamide (33.8 mg, 0.21 mmol), TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM(0) (4.08 mg, 4.45 µmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (5.15 mg, 8.90 µmol) and cesium carbonate (232 mg, 0.71 mmol) in dry dioxane (1 ml) . The resulting mixture was stirred under nitrogen at 110 °C for 3 hours. UPLC analysis showed no appreciable product only hydrolysis of the triflate - not isolated , reaction abandonned

Conditions: temp:110.01; pressure:0.00; stir:

Conditions: temp:110.01; pressure:0.00; stir: