反応 #618805

反応方程式

3-iodo-5-(4-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine

sodium carbonate

1-(3-fluorobenzyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

intermediate 11

1-(3-fluorobenzyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

intermediate 66D

3-iodo-5-(4-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine

→

titled compound

収率 83.0%

3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(4-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine

収率 83.0%

溶媒

toluene ethanol water

反応条件

後処理

1. 1
   その他reaction conditions

実験手順

Using similar reaction conditions as described in step-i of example-1, 3-iodo-5-(4-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (intermediate 66D) (200 mg, 0.351 mmol) was coupled with 1-(3-fluorobenzyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (intermediate 11) (117 mg, 0.386 mmol) using Pd(PPh3)2Cl2 (13 mg, 0.017 mol) and sodium carbonate (112 mg, 1.053 mmol) in toluene/ethanol/water (3/3/2 ml) to afford 180 mg (83% yield) of the titled compound after column purification using 10% methanol in DCM as eluent. MS: m/z=617.9 (M+1).

出典