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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 505897Generated: October 27, 2026

4-(Bromomethyl)benzonitrile → 2-{6-[3(R)-Amino-piperidin-1-yl]-3-(4-cyano-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl}-benzonitrile

https://huagongshe.com/reaction/505897

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Bromomethyl)benzonitrileHCID 86996—
Reactant2-{6-[3(R)-Amino-piperidin-1-yl]-3-(3-cyano-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl}-benzonitrileHCID 11775034—
Product2-{6-[3(R)-Amino-piperidin-1-yl]-3-(4-cyano-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl}-benzonitrileHCID 11293595—

Reaction Steps

Title compound 19 was prepared by the methods used in the preparation of compound 17, except that p-cyano-benzyl bromide was used in the place of m-cyano-benzyl bromide. 1H-NMR (400 MHz, CDCl3-CD3OD 10:1) δ 7.70 (d, J=7.8 Hz, 1H), 7.56-7.63 (m, 3H), 7.46 (m, 3H), 7.29 (d, J=7.8 Hz, 1H), 5.47 (s, 1H), 5.16-5.36 (ABq, J=51.1, 14.7 Hz, 2H), 5.11 (s, 2H), 3.36-3.47 (m, 2H), 2.90-3.07 (m, 2H), 2.79 (s, 1H), 2.15 (s, 1H), 1.95 (s, 1H), 1.73 (s, 2H). MS (ES) [m+H] calc'd for C25H25N6O2, 441.2; found 441.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07781584B2
Source datasetuspto-grants-2010_08
ORD IDord-6a07e76652e44968accd15d4ff9e90b1
Source noteuspto-grants-2010_08