反応 #618797

反応方程式

tert-butyl (5-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-3-methoxypyridin-2-yl)carbamate

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 66B

tert-butyl (5-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-3-methoxypyridin-2-yl)carbamate

→

titled compound

収率 93.2%

tert-butyl (5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-3-methoxypyridin-2-yl)carbamate

収率 93.2%

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, tert-butyl (5-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-3-methoxypyridin-2-yl)carbamate (intermediate 66B) (200 mg, 0.322 mmol) was coupled with 1-(3-fluorobenzyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (intermediate 11) (147 mg, 0.483 mmol) using Pd(PPh3)2Cl2 (12 mg, 0.016 mol) and sodium carbonate (86 mg, 0.806 mmol) in toluene/ethanol/water (10/2/2 ml) to afford 200 mg (93.2% yield) of the titled compound after column purification using 40% ethyl acetate in hexane as eluent. MS: m/z=669.1 (M+1).

出典