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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15344Generated: October 26, 2026

Hydrochloric Acid → 3-Fluoro-4-({(3r,4s)-3-hydroxy-4-[([1,3]oxathiolo[5,4-c]pyridin-6-ylmethyl)amino]-1-piperidinyl}methyl)-4,5-dihydro-7h-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one hydrochloride

https://huagongshe.com/reaction/15344

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEther hydrochlorideHCID 10953452—
Reactant[1,3]Oxathiolo[5,4-c]pyridine-6-carbaldehydeHCID 59254367—
Reactant4-{[(3R,4S)-4-amino-3-hydroxy-1-piperidinyl]methyl}-3-fluoro-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-oneHCID 68686175—
SolventChloroformHCID 6212—
Product3-Fluoro-4-({(3r,4s)-3-hydroxy-4-[([1,3]oxathiolo[5,4-c]pyridin-6-ylmethyl)amino]-1-piperidinyl}methyl)-4,5-dihydro-7h-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one hydrochlorideHCID 68684310—

Reaction Steps

The free base of the title compound was synthesised from racemic 4-{[(3R,4S)-4-amino-3-hydroxy-1-piperidinyl]methyl}-3-fluoro-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one and [1,3]oxathiolo[5,4-c]pyridine-6-carbaldehyde (for a synthesis see WO2004058144, Example 61) according to the general method of Example 24(b). The free base of the title compound was converted to the hydrochloride by dissolving in chloroform and adding 1 equivalent of 1M HCl/diethyl ether, then evaporating to dryness. MS as that of free base.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732461B2
Source datasetuspto-grants-2010_06
ORD IDord-42284248b37943699eaa064bd591dd69
Source noteuspto-grants-2010_06