1-Methylpiperazine → Methyl 3-(4-methyl-1-piperazinyl)-5-nitrobenzoate

Temperatur

110 °C

To the stirred suspension ofmethyl 3-bromo-5-nitrobenzoate (2 g, 7.69 mmol) , cesium carbonate (12.53 g, 38.46 mmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (0.111 g, 0.19 mmol) in Dioxane (12 mL) (degassed with N2) was added pd (dba)3 (0.176 g, 0.19 mmol) and cesium carbonate (12.53 g, 38.46 mmol) AND rxn was heated at 110 ºC for 1 hr in microwaved. LCMS showed the m+1= 280. The crude raection mixture was filtered over celite. The filtrate was concentarted. The crude solid was diluted by 20 mL ethyl acetate, washed with 3x10 mL water, brine, collected the organic layers, concentrated. The crude solid was added to a silica gel column and was eluted with 0-10% methanol in DCM. Collected desired fractions. Obtained=1.4 gm. 1H NMR (300 MHz, DICHLOROMETHANE- _d_ 2) d ppm 2.32 (s, 3 H) 2.43 - 2.64 (m, 4 H) 3.13 - 3.40 (m, 4 H) 3.93 (s, 3 H) 7.85 (d, _J_ =1.70 Hz, 2H) 8.18 (t, _J_ =1.60 Hz, 1 H) Registered as AZ13477915.

ORD-Eintrag

ord-0986b91ec7734959810ebeac46571d3f

Quelldatensatz

750 AstraZeneca ELN dataset

Originallink

Quelle ansehen