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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2424814Generated: November 3, 2026

2,4-Difluorobenzaldehyde → HCID 135886499, compound

https://huagongshe.com/reaction/2424814

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-DifluorobenzaldehydeHCID 73770—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant6-((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-oneHCID 135886460—
ProductHCID 135886499HCID 135886499—

Reaction Steps

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 2,4-difluorobenzaldehyde provided the title compound. 400 MHz 1H NMR (CDCl3) δ 8.01 (s, 1H), 7.40-7.38 (m, 2H), 6.90-6.79 (m, 2H), 4.81-4.77 (m, 2H), 4.14-4.08 (m, 2H), 3.88 (m, 2H), 3.62-3.54 (m, 2H), 3.32 (t, J=8.7 Hz, 1H), 3.02 (d, J=9.5 Hz, 1H), 2.86-2.83 (m, 1H), 2.65 (m, 1H), 2.43-2.20 (m, 3H), 2.00-1.83 (m, 2H), 1.21 (d, J=6.6 Hz, 3H). MS: (M+H m/z 430.2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07964607B2
Source datasetuspto-grants-2011_06
ORD IDord-15819ec47a464c18991a080265d9625f
Source noteuspto-grants-2011_06