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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1157522Generated: October 30, 2026

2-(Bromomethyl)-3-chloro-1,4-difluorobenzene → 6-[3-(R)-Aminopiperidin-1-yl]-1-(2-chloro-3,6-difluorobenzyl)-3-methyl-1H-pyrimidine-2,4-dione

https://huagongshe.com/reaction/1157522

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Bromomethyl)-3-chloro-1,4-difluorobenzeneHCID 2773549—
ReactantTrelagliptin Impurity 47HCID 11464036—
Product6-[3-(R)-Aminopiperidin-1-yl]-1-(2-chloro-3,6-difluorobenzyl)-3-methyl-1H-pyrimidine-2,4-dioneHCID 11176598—

Reaction Steps

The title compound was prepared from compound 1 using the same procedures as in the preparation of compound 10, except that 2-chloro-3,6-di-fluoro-benzyl bromide was used in the place of 2-bromo-5-fluoro-benzyl bromide. 1H NMR (400 MHz, CDCl3-CD3OD 10:1) δ ppm 6.98-7.06 (m, 2H), 6.90 (m, 2H), 5.31 (s, 1H), 5.01-5.20 (ABq, J=24.2, 14.4 Hz, 2H), 3.28-3.37 (m, 2H) 3.13 (s, 3H), 3.01-2.94 (m, 1H), 2.6-2.9 (m, 2H), 2.10 (m, 1H), 1.92 (m, 2H), 1.73 (s, 1H), 1.6-1.75 (m, 2H). MS (ES) [m+H] calc'd for C17H20ClF2N4O2, 385.1; found 385.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07807689B2
Source datasetuspto-grants-2010_10
ORD IDord-810a4dea5ebc4c67930369afb4554d97
Source noteuspto-grants-2010_10