تفاعل #46254

معادلة التفاعل

7-cyclobutyl-5-iodo-imidazo[5,1-f][1,2,4]triazin-4-ylamine

2-(3-benzyloxy-2-fluoro-phenyl)-4,4,5,5- tetramethyl [1,3,2]dioxaborolane

sodium carbonate

→

title compound

5-(3-benzyloxy-2-fluoro-phenyl)-7-cyclobutyl-imidazo[5,1-f][1,2,4]triazin-4-ylamine

ظروف التفاعل

المعالجة

1. 1
   أخرىwas evacuated
2. 2
   workup.ADDITIONcharged with N2 (3×)
3. 3
   أخرىthe tube was re-evacuated
4. 4
   workup.ADDITIONcharged with N2 (2×)
5. 5
   workup.ADDITIONThis mixture was then charged with a previously degassed solvent DME/H2O (5:1)(3 mL)
6. 6
   تركيزThe reaction mixture was concentrated in vacuo
7. 7
   workup.DISSOLUTIONdissolved in MeOH/CH3CN (1:1) (5 mL)
8. 8
   ترشيحfiltered though a 0.45 μM fritted autovial
9. 9
   أخرىpurification (MDP)

الإجراء التجريبي

A flask was charged with 7-cyclobutyl-5-iodo-imidazo[5,1-f][1,2,4]triazin-4-ylamine (30 mg, 0.095 mmol), 2-(3-benzyloxy-2-fluoro-phenyl)-4,4,5,5- tetramethyl [1,3,2]dioxaborolane (62.5 mg, 0.158 mmol), and sodium carbonate (30 mg, 0.286 mmol) and was evacuated and charged with N2 (3×). This mixture was charged with tetrakis(triphenylphosphine palladium (0) (Pd(PPh3)4 (0)) (36 mg, 0.0318 mmol) and the tube was re-evacuated and charged with N2 (2×). This mixture was then charged with a previously degassed solvent DME/H2O (5:1)(3 mL) and heated to 75° C. for 16 h. The reaction mixture was concentrated in vacuo and dissolved in MeOH/CH3CN (1:1) (5 mL), filtered though a 0.45 μM fritted autovial and submitted for mass directed purification (MDP) resulting in the title compound as a white solid.

المصدر