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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 656901Generated: October 28, 2026

Methanol → HCID 68991347, compound

https://huagongshe.com/reaction/656901

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantChloroformHCID 6212—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant6,7-Dihydro-[1,4]dioxino[2,3-c]pyridazine-3-carbaldehydeHCID 24891696—
ReactantHCID 68810511HCID 68810511—
ProductHCID 68991347HCID 6899134726%

Reaction Steps

1-[2-(4-amino-1-piperidinyl)ethyl]-8-ethyl-7-fluoro-1,5-naphthyridin-2(1H)-one (0.117 g, 0.368 mmol) and 6,7-dihydro[1,4]dioxino[2,3-c]pyridazine-3-carbaldehyde (0.061 g, 0.368 mmol) were dissolved in CHCl3 (2 ml) and MeOH (0.2 ml) at rt under argon. NaBH(OAc)3 (0.234 g, 1.10 mmol) was added and the reaction was allowed to stir at rt for 16 h. After which it was purified by chromatography on silica gel using a 0-30% MeOH in DCM gradient to give the free base of the title compound as a clear oil (0.045 g, 26%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071592B2
Source datasetuspto-grants-2011_12
ORD IDord-54c83d94e4364410b2624899b0a0bb92
Source noteuspto-grants-2011_12