반응 #2352172

반응 방정식

3-amino-1-methyl-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid ethyl ester

4-cyclopropyl-2-fluoro-1-iodo-benzene

Xantphos

cesium carbonate

→

title compound

수율 23.2%

3-(4-Cyclopropyl-2-fluoro-phenylamino)-1-methyl-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid ethyl ester

수율 23.2%

용매

toluene

반응 조건

후처리

1. 1
   여과then filtered through a pad of Celite®
2. 2
   세척The filtrate was washed with water and brine
3. 3
   건조dried over magnesium sulphate
4. 4
   농축concentrated in vacuo
5. 5
   기타to give a brown gum
6. 6
   기타The gum was purified by flash chromatography (Si-PPC, DCM:MeOH, 90:10)

실험 절차

A degassed solution of 3-amino-1-methyl-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid ethyl ester (521 mg, 2.4 mmol), 4-cyclopropyl-2-fluoro-1-iodo-benzene (810 mg, 3.09 mmol), Pd2dba3 (154 mg, 0.168 mmol), Xantphos (194 mg, 0.336 mmol) and cesium carbonate (1.95 g, 6.0 mmol) in toluene (5 ml) was heated at 110° C. for 18 hours. The reaction mixture was cooled to ambient temperature then filtered through a pad of Celite®. The filtrate was washed with water and brine, dried over magnesium sulphate and concentrated in vacuo to give a brown gum. The gum was purified by flash chromatography (Si-PPC, DCM:MeOH, 90:10) to provide the title compound as an orange oil (197 mg, 23%). LCMS (method B): RT=2.65 min, M+H+=354.

출처