2-Methylpyrimidine-4-carbaldehyde → 1-cyclopentyl-6-{(3S,4S)-4-methyl-1-[(2-methylpyrimidin-4-yl)methyl]pyrrolidin-3-yl}-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one

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Reaction Steps

Following the procedure for the preparation of 1-cyclopentyl-6-[(3,4-trans)-4-methyl-1-(pyridin-3-ylmethyl)pyrrolidin-3-yl]-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one but substituting 1-cyclopentyl-6-[(3S,4S)-4-methylpyrrolidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one and 2-methylpyrimidine-4-carbaldehyde provided the title compound. 400 MHz 1H NMR (CDCl3) δ 8.60 (d, J=5.4 Hz, 1H), 8.03 (s, 1H), 7.24 (s, 1H), 5.18-5.10 (m, 1H), 3.97-3.94 (m, 1H), 3.72-3.68 (m, 1H), 3.40 (t, J=8.3 Hz, 1H), 3.15 (d, J=9.5 Hz, 1H), 2.89 (m, 1H), 2.73 (s, 3H), 2.68-2.63 (m, 1H), 2.53-2.47 (m, 1H), 2.15-1.89 (m, 7H), 1.74-1.65 (m, 2H), 1.21 (d, J=7.1 Hz, 3H). MS: (M+H m/z=394.1).

Provenance & Evidence