1-(2-PYRIMIDINYL)-1H-PYRROLE-2-CARBALDEHYDE synthesis

Yield:383136-27-4 60.3%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 100; for 16 h;Inert atmosphere;

Steps:

2.1 Step 1: Preparation of 1-(pyrimidin-2-yl)-1H-pyrrole-2-carbaldehyde (Compound 2b)

Under the protection of Ar gas, compounds 2a (5.00g, 43.7mmol), compound 1b (4.56g, 48.0mmol) and K2CO3(12.1g,87.3mmol) were added to the reaction bottle containing DMF(40mL). The reaction solution was heated to 100 °C and stirred for 16 hours. Reduced to room temperature, added water (350mL), ethyl acetate (200mL×2) to the reaction solution was extracted, combined with the organic phase and washed with water (100mL) and saturated saline (300mL). The organic phase is dried with anhydrous sodium sulfate and filtered, and the filtrate is concentrated under vacuum and reduced pressure to obtain a crude product. The crude product was dissolved in EtOAc (50 mL) at 50 °C and stirred for 15 min, after the solution dropped to room temperature, the filter was filtered under reduced pressure, and the filter cake dried to give compound 2b (4.60g, yield 60.3%).

References:

CN114773314,2022,A Location in patent:Paragraph 0223-0228