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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2424806Generated: November 3, 2026

3,5-Difluorobenzaldehyde → HCID 135886482, compound

https://huagongshe.com/reaction/2424806

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-DifluorobenzaldehydeHCID 588160—
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 135886482HCID 135886482—

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 3,5-difluorobenzaldehyde provided the title compound. 400 MHz 1H NMR (CDCl3) δ 8.03 (s, 1H), 6.93-6.90 (m, 2H), 6.73-6.69 (m, 1H), 4.81-4.80 (m, 1H), 4.14-4.10 (m, 2H), 3.79-3.67 (m, 2H), 3.62-3.55 (m, 2H), 3.30-3.26 (m, 1H), 3.10-3.07 (m, 1H), 2.95-2.92 (m, 1H), 2.83-2.79 (m, 1H), 2.26-2.53 (m, 1H), 2.38-2.32 (m, 2H), 2.18-2.14 (m, 1H), 1.91-1.85 (m, 2H), 1.18 (d, J=7.1 Hz, 3H). MS: (M+H m/z 430.4).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07964607B2
Source datasetuspto-grants-2011_06
ORD IDord-8e66f4db41744d72ae3f3696d9aa2615
Source noteuspto-grants-2011_06