2-Fluorobenzenesulphonyl chloride → N-[4-(4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-pyridin-2-yl]-2-fluoro-benzenesulfonamide

Participants

Reaction Conditions

Reaction Steps

2-Fluoro-benzenesulfonyl chloride (0.11 mL, 0.81 mmol) was added to a solution of (4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(2-amino-6-methyl-pyridin4-yl)-methanone (200 mg, 0.67 mmol) in pyridine (2 mL). The mixture was stirred for 2 h at 80° C. The reaction mixture was quenched with H2O (10 mL) and extracted with hot EtOAC/MeOH (95:5, 3×10 mL). The combined organic extracts were dried (Na2SO4), filtered, and concentrated in vacuo. Purification by flash column chromatography (ethyl acetate/MeOH 99:1) afforded the title compound as a yellow solid (91 mg, 30%). MS: 455.8 (MH+); HPLC Rf: 5.98 min. (HPLC method 4); HPLC purity: 100%.

Provenance & Evidence