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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2100535Generated: October 26, 2026

2-Aminopyridine-3-carboxamide → 2-(2-m-Tolyl-ethoxymethyl)-3H-pyrido[2,3-d]pyrimidin-4-one

https://huagongshe.com/reaction/2100535

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Aminopyridine-3-carboxamideHCID 506623—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant(2-m-Tolyl-ethoxy)-acetic acid methyl esterHCID 67099145—
SolventTetrahydrofuranHCID 8028—
Product2-(2-m-Tolyl-ethoxymethyl)-3H-pyrido[2,3-d]pyrimidin-4-oneHCID 136127017—

Reaction Steps

In analogy to example 91.3, 2-amino-nicotinamide and (2-m-tolyl-ethoxy)-acetic acid methyl ester (prepared from 2-m-tolyl-ethanol [1875-89-4] in analogy to example 91.1-91.2) reacted in the presence of LiHMDS in THF to yield after purification of the crude product with column chromatography (silica gel, EtOAc) and crystallization from EtOAc/heptane 2-(2-m-tolyl-ethoxymethyl)-3H-pyrido[2,3-d]pyrimidin-4-one as white solid. MS (m/e): 296.4 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07572801B2
Source datasetuspto-grants-2009_08
ORD IDord-a84520a329a5472bb330af52d0a1ca7b
Source noteuspto-grants-2009_08