1H-Pyrazolo[3,4-b]pyridin-5-amine → 2,6-Difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(N-methylpro-pylsulfonamido)benzamide

Participants

Reaction Steps

2,6-Difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(N-methylpropylsulfonamido)benzamide (66.4% yield) was prepared according to Example 1, Step E, substituting 3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-amine for 1H-pyrazolo[3,4-b]pyridin-5-amine and 2,6-difluoro-3-(N-methylpropylsulfonamido)benzoic acid for 2,6-difluoro-3-(propylsulfonamido)benzoic acid. 2,6-Difluoro-3-(N-methylpropylsulfonamido) benzoic acid was isolated by column chromatography in 18% yield as a minor byproduct from Example C. 1H NMR (400 MHz, CDCl3) δ 9.86 (br s, 1H), 8.54 (s, 1H), 8.50 (br s, 1H), 8.64 (s, 1H), 8.10 (br s, 1H), 7.54-7.60 (q, 1H), 7.03-7.07 (t, 1H), 4.11 (s, 3H), 3.32 (s, 3H), 3.08-3.12 (t, 2H), 1.89-1.95 (m, 2H), 1.06-1.11 (t, 3H); m/z (APCI-pos) M+1=440.1.

Provenance & Evidence