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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15320Generated: October 25, 2026

2,3-Dihydro[1,4]dioxino[2,3-c]pyridine-7-carbaldehyde → 3-Chloro-4-({(3r,4s)-4-[(2,3-dihydro[1,4]dioxino[2,3-c]pyridin-7-ylmethyl)amino]-3-hydroxy-1-piperidinyl}methyl)-4,5-dihydro-7h-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one hydrochloride

https://huagongshe.com/reaction/15320

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dihydro[1,4]dioxino[2,3-c]pyridine-7-carbaldehydeHCID 21873668—
Reactantracemic 4-{[(3R,4S)-4-amino-3-hydroxy-1-piperidinyl]methyl}-3-chloro-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-oneHCID 68685696—
Product3-Chloro-4-({(3r,4s)-4-[(2,3-dihydro[1,4]dioxino[2,3-c]pyridin-7-ylmethyl)amino]-3-hydroxy-1-piperidinyl}methyl)-4,5-dihydro-7h-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one hydrochlorideHCID 6868794258%

Reaction Steps

The free base of the title compound was synthesised from racemic 4-{[(3R,4S)-4-amino-3-hydroxy-1-piperidinyl]methyl}-3-chloro-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one and 2,3-dihydro[1,4]dioxino[2,3-c]pyridine-7-carboxaldehyde (for a synthesis see WO2004058144, Example 2(c)) according to the general method of Example 2(h), in 58% yield

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732461B2
Source datasetuspto-grants-2010_06
ORD IDord-a53814bab2544ef8aec776b8ce29f29e
Source noteuspto-grants-2010_06