反应详情

温度

0 °C

(1S,2S,4R)-4-{4-[(1S)-2,3-Dihydro-1H-inden-1-ylamino]-7H-pyrrolo[2,3-d]-pyrimidin-7-yl}-2-(hydroxymethyl)cyclopentyl acetate (2.30 g, 5.38 mol) was dissolved in AcCN (108 mL) and TEA (3.75 mL, 26.9 mmol) was added. The solution was cooled to 0° C. and a 2.00 M solution of chlorosulfonamide in AcCN (5.38 mL, 10.8 mmol, as prepared above) was added. The mixture was stirred at rt for 45 min. TLC indicated 50% conversion. Additional 2.00 M chlorosulfonamide in AcCN solution (5.38 mL, 10.8 mmol) was added and the mixture was stirred at rt for 15 min. At this time, TLC indicated complete conversion. The mixture was quenched with MeOH (3.00 mL), and the solvent was removed in vacuo. The residue was purified via silica gel chromatography eluting with a gradient of 0 to 10% MeOH in EtOAc to afford the title compound (2.45 g, 94%). LC/MS: Rt=1.68 min, ES+ 486 (AA standard).

1. stirringthe mixture was stirred at rt for 15 min
2. customThe mixture was quenched with MeOH (3.00 mL)
3. customthe solvent was removed in vacuo
4. customThe residue was purified via silica gel chromatography
5. washeluting with a gradient of 0 to 10% MeOH in EtOAc