반응 #89453

반응 방정식

2-(((2S,3R)-3-methylpiperidin-2-yl)methyl)isoindoline-1,3-dione

5-fluoro-2-iodobenzoic acid

DIPEA

HATU

→

title compound

수율 62.4%

2-(((2S,3R)-1-(5-Fluoro-2-iodobenzoyl)-3-methylpiperidin-2-yl)methyl)isoindoline-1,3-dione

수율 62.4%

용매

EtOAc

DMA

반응 조건

후처리

1. 1
   세척washed with 10% aq. LiCl (3×50 mL)
2. 2
   건조dried over Na2SO4
3. 3
   여과filtered
4. 4
   농축concentrated under reduced pressure
5. 5
   기타The residue was purified by flash column chromatography on silica gel (0% to 70% EtOAc/hexanes)

실험 절차

To a stirred solution of 2-(((2S,3R)-3-methylpiperidin-2-yl)methyl)isoindoline-1,3-dione (440 mg, 1.70 mmol), 5-fluoro-2-iodobenzoic acid (543 mg, 2.04 mmol), and DIPEA (438 mg, 3.40 mmol) in anhydrous DMA (10 mL) was added HATU (971 mg, 2.55 mmol) at rt under nitrogen and the reaction stirred for 16 h. The reaction mixture was diluted with EtOAc (100 mL), washed with 10% aq. LiCl (3×50 mL), dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel (0% to 70% EtOAc/hexanes) to afford the title compound as a yellow oil (537 mg, 62%). ESI MS (M+H) 507.

출처