o-Fluorobenzaldehyde → 6-[(3S,4S)-1-(2-fluorobenzyl)-4-methylpyrrolidin-3-yl]-1-(tetrahydro-2H-pyran-4-yl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one

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Following the procedure for the preparation of 6-{(3S,4S)-4-methyl-1-[(2-methylpyrimidin-5-yl)methyl]pyrrolidin-3-yl}-1-(tetrahydro-2H-pyran-4-yl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one but substituting sodium cyanoborohydride and 2-fluorobenzaldehyde provided the title compound. 400 MHz 1H NMR (CD3OD) δ 7.98 (s, 1H), 7.47-7.42 (m, 1H), 7.33-7.26 (m, 2H), 7.18-7.07 (m, 1H), 4.08-4.04 (m, 2H), 3.85 (s, 2H), 3.69-3.56 (m, 3H), 3.20-2.93 (m, 4H), 2.69-2.62 (m, 1H), 2.40-2.19 (m, 3H), 1.88-1.85 (m, 2H), 1.14 (d, J=6.6 Hz, 3H). MS: (M+H m/z 412.1).

Provenance & Evidence