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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 402566Generated: November 1, 2026

3-Chloro-4-fluorobenzylamine → N2,3-bis(benzyloxy)-N5-(3-chloro-4-fluorobenzyl)-4-(hydroxymethyl)pyridine-2,5-dicarboxamide

https://huagongshe.com/reaction/402566

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-4-fluorobenzylamineHCID 144539—
ReactantN2,3-bis(benzyloxy)-N5-(4-fluorobenzyl)-4-(hydroxymethyl)pyridine-2,5-dicarboxamideHCID 44540937—
SolventDimethylformamideHCID 6228—
ProductN2,3-bis(benzyloxy)-N5-(3-chloro-4-fluorobenzyl)-4-(hydroxymethyl)pyridine-2,5-dicarboxamideHCID 4454111238.7%

Reaction Steps

4-Fluoro-3-Chloro benzylamine (0.060 g, 1.29 mmol, 2 eq) and N,7-bis(benzyloxy)-3-oxo-1,3-dihydrofuro[3,4-c]pyridine-6-carboxamide (0.050 g, 0.141 mmol, 1 eq) (compound 1c of example 1) were heated in DMF at 90° C. for 120 min. The crude product was purified by silica gel (100% ethyl acetate) yielding 0.03 g of N2,3-bis(benzyloxy)-N5-(3-chloro-4-fluorobenzyl)-4-(hydroxymethyl)pyridine-2,5-dicarboxamide as a white solid; MS-ESI m/z 573 [MH]−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08742123B2
Source datasetuspto-grants-2014_06
ORD IDord-38d9f56761ae479a83b93bb9c65a0bff
Source noteuspto-grants-2014_06