반응 #57163

반응 방정식

dimethylamine

tetrahydrofuran

4-[3-(4-aminophenyl)-1-ethyl-1H-pyrazol-4-yl]-2-[3-(dimethylaminomethyl)phenyl]-1H-pyrrolo[2,3-b]pyridine

tetrahydrofuran

→

title compound

수율 46.0%

N′-{4-[4-(2-{3-[(dimethylamino)methyl]phenyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1-ethyl-1H-pyrazol-3-yl]phenyl}-N,N-dimethylurea

수율 46.0%

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   농축then concentrated under vacuum
3. 3
   기타The residue which remained was triturated with aqueous sodium hydroxide
4. 4
   여과filtered
5. 5
   세척washed with cold water
6. 6
   기타dried under vacuum
7. 7
   기타Purification by Gilson reverse phase HPLC

실험 절차

To a stirred solution of 4-[3-(4-aminophenyl)-1-ethyl-1H-pyrazol-4-yl]-2-[3-(dimethylaminomethyl)phenyl]-1H-pyrrolo[2,3-b]pyridine (1.0 mmol) in tetrahydrofuran (15 mL) was added p-nitrophenylchloroformate (1.1 mmol). After stirring for 1 h at room temperature a solution of 2.0 M dimethylamine in tetrahydrofuran (14 mmol) was added. The reaction was stirred an additional 1 h at room temperature then concentrated under vacuum. The residue which remained was triturated with aqueous sodium hydroxide, filtered, washed with cold water, and dried under vacuum. Purification by Gilson reverse phase HPLC afforded title compound as an off-white solid (46%). ESMS (M+H)+: 508.4

출처