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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2193421Generated: October 29, 2026

2-(Bromomethyl)benzonitrile → N-Desmethyl,N-2(2-cyanobenzyl) Alogliptin

https://huagongshe.com/reaction/2193421

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Bromomethyl)benzonitrileHCID 89599—
Reactant2-{6-[3(R)-Amino-piperidin-1-yl]-3-(3-cyano-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl}-benzonitrileHCID 11775034—
ProductN-Desmethyl,N-2(2-cyanobenzyl) AlogliptinHCID 11487504—

Reaction Steps

Title compound 18 was prepared by the methods used in the preparation of compound 17, except that α-bromo-o-tolunitrile was used in the place of m-cyano-benzyl bromide. 1H-NMR (400 MHz, CDCl3-CD3OD 10:1) δ 7.64 (d, J=6.8 Hz, 1H), 7.60 (d, J=7.8 Hz, 1H), 7.55 (t, J=7.8 Hz, 2H), 7.44 (t, J=7.6 Hz, 1H), 7.38 (t, J=7.5 Hz, 1H), 7.31 (t, J=7.6 Hz, 1H), 7.27 (d, J=7.8 Hz, 1H), 7.12 (d, J=7.8 Hz, 1H), 5.45 (s, 1H), 5.15-5.32 (m, 4H), 3.36-3.47 (m, 2H), 2.98 (m, 2H), 2.10 (m, 1H), 1.91 (m, 1H), 1.68 (m, 2H). MS (ES) [m+H] calc'd for C25H25N6O2, 441.2. found 441.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329900B2
Source datasetuspto-grants-2012_12
ORD IDord-dd26d76ea02542fc9c88b756202efb9f
Source noteuspto-grants-2012_12