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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2424822Generated: November 1, 2026

6-[(3S,4S)-1-benzyl-4-ethylpyrrolidin-3-yl]-1-(tetrahydro-2H-pyran-4-yl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one → 6-[(3S,4S)-4-ethylpyrrolidin-3-yl]-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one

https://huagongshe.com/reaction/2424822

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-[(3S,4S)-1-benzyl-4-ethylpyrrolidin-3-yl]-1-(tetrahydro-2H-pyran-4-yl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-oneHCID 135886491—
Reactant6-[(3S,4S)-4-methylpyrrolidin-3-yl]-1-tetrahydropyran-4-yl-5H-pyrazolo[3,4-d]pyrimidin-4-oneHCID 136128560—
Product6-[(3S,4S)-4-ethylpyrrolidin-3-yl]-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-oneHCID 136128528—

Reaction Steps

Following the procedure for the preparation of 6-[(3S,4S)-4-methylpyrrolidin-3-yl]-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one but substituting 6-[(3S,4S)-1-benzyl-4-ethylpyrrolidin-3-yl]-1-(tetrahydro-2H-pyran-4-yl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one provided the title compound. 400 MHz 1H NMR (CD3OD) δ 8.02 (s, 1H), 4.97 (m, 1H), 4.09-4.06 (m, 2H), 3.78-3.58 (m, 4H), 3.34-3.34 (m, 1H), 3.16-3.11 (m, 1H), 2.68 (d, J=8.7 Hz, 1H), 2.63 (m, 1H), 2.32-2.27 (m, 2H), 1.90-1.87 (m, 2H), 1.69 (m, 1H), 1.57 (m, 1H), 0.97 (t, J=7.5 Hz, 3H). MS: (M+H m/z 318.2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07964607B2
Source datasetuspto-grants-2011_06
ORD IDord-22ecbabb3fa04ace8dd4828662749bf9
Source noteuspto-grants-2011_06