Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 602372Generated: October 30, 2026

2,5-Dichlorobenzyl bromide → 6-[3-(R)-Aminopiperidin-1-yl]-1-(2,5-dichlorobenzyl)-3-methyl-1H-pyrimidine-2,4-dione

https://huagongshe.com/reaction/602372

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,5-Dichlorobenzyl bromideHCID 3495744—
ReactantTrelagliptin Impurity 47HCID 11464036—
Product6-[3-(R)-Aminopiperidin-1-yl]-1-(2,5-dichlorobenzyl)-3-methyl-1H-pyrimidine-2,4-dioneHCID 11222807—

Reaction Steps

The title compound was prepared from compound 1 using the same procedures as in the preparation of compound 10, except that 2,5-di-chloro-benzyl bromide was used in the place of 2-bromo-5-fluoro-benzyl bromide. 1H-NMR (400 MHz, CDCl3-CD3OD 10:1): δ ppm 7.50 (d, J=8.6 Hz, 1H), 7.39 (dd, J=8.3, 2.526 Hz, 1H), 7.22 (d, J=2.5 Hz, 1H), 5.41 (s, 1H), 5.01-4.93 (ABq, J=41.9, 16.2 Hz, 2H), 3.25 (m, 2H), 3.10 (s, 3H), 2.85 (m, 1H), 2.76 (m, 1H), 2.67 (m, 1H), 1.91 (m, 1H), 1.75 (m, 1H), 1.45 (m, 2H). MS (ES) [m+H] calc'd for C17H21Cl2N4O2, 383.1; found 383.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906523B2
Source datasetuspto-grants-2011_03
ORD IDord-a539d1b528554a2eac8255bf00028148
Source noteuspto-grants-2011_03