반응 #166542

반응 방정식

7-bromo-N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl) imidazo[1,2-a]pyridine-3-carboxamide

trifuran-2-ylphosphine

1,2-dimethyl-1H-imidazole

K2CO3

→

final product

수율 15.0%

7-(1,2-dimethyl-1H-imidazol-5-yl)-N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide

수율 15.0%

용매

DMF

반응 조건

후처리

1. 1
   기타The reaction mixture was purged with argon
2. 2
   기타sealed
3. 3
   온도The mixture was cooled to ambient temperature
4. 4
   workup.ADDITIONdiluted with DCM (20 mL)
5. 5
   세척washed with H2O
6. 6
   건조The organic phase was dried (Na2SO4)
7. 7
   농축concentrated under reduced pressure
8. 8
   기타The residue was purified by silica gel chromatography (DCM/MeOH/NH4OH, 10:1:0.1)

실험 절차

To 7-bromo-N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl) imidazo[1,2-a]pyridine-3-carboxamide (prepared as in Example 127, Step A; 129 mg, 0.264 mmol) in DMF (4 mL) was added trifuran-2-ylphosphine (12.2 mg, 0.0527 mmol), 1,2-dimethyl-1H-imidazole (50.7 mg, 0.527 mmol), palladium diacetate (5.92 mg, 0.0264 mmol) and K2CO3 (72.9 mg, 0.527 mmol). The reaction mixture was purged with argon, sealed and heated to 140° C. for 3 hours. The mixture was cooled to ambient temperature, diluted with DCM (20 mL) and washed with H2O. The organic phase was dried (Na2SO4) and concentrated under reduced pressure. The residue was purified by silica gel chromatography (DCM/MeOH/NH4OH, 10:1:0.1) to provide the final product (20 mg). MS (ES+APCI) m/z=505 (M+H).

출처