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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 402559Generated: October 31, 2026

Benzo-1,3-dioxole-5-methylamine → N5-(1,3-benzodioxol-5-ylmethyl)-N2,3-dibenzyloxy-4-(hydroxymethyl)pyridine-2,5-dicarboxamide

https://huagongshe.com/reaction/402559

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzo-1,3-dioxole-5-methylamineHCID 75799—
ReactantN2,3-bis(benzyloxy)-N5-(4-fluorobenzyl)-4-(hydroxymethyl)pyridine-2,5-dicarboxamideHCID 44540937—
ReactantN,7-bis(benzyloxy)-3-oxo-1,3-dihydrofuro[3,4-c]pyridine-6-carboxamideHCID 86655922—
ProductN5-(1,3-benzodioxol-5-ylmethyl)-N2,3-dibenzyloxy-4-(hydroxymethyl)pyridine-2,5-dicarboxamideHCID 7158957462%

Reaction Steps

Piperonylamine (0.035 g, 0.288 mmol, 2 eq) and N,7-bis(benzyloxy)-3-oxo-1,3-dihydrofuro[3,4-c]pyridine-6-carboxamide (0.056 g, 0.144 mmol, 1 eq), compound 1c of example 1, were heated neat at 70° C. for 30 min. The crude product was purified by silica gel (30% ethyl acetate) yielding 0.048 g of N5-(benzo[d][1,3]dioxol-5-ylmethyl)-N2,3-bis(benzyloxy)-4-(hydroxymethyl)pyridine-2,5-dicarboxamide (62% yield) as a white solid; MS-ESI m/z 542 [MH]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08742123B2
Source datasetuspto-grants-2014_06
ORD IDord-f0ad9ab260ea449f84fabff119eed731
Source noteuspto-grants-2014_06