Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 656909Generated: October 29, 2026

Methanol → HCID 68995468, compound

https://huagongshe.com/reaction/656909

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantChloroformHCID 6212—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2,3-Dihydro[1,4]dioxino[2,3-c]pyridine-7-carbaldehydeHCID 21873668—
ReactantHCID 68810511HCID 68810511—
ProductHCID 68995468HCID 6899546848%

Reaction Steps

1-[2-(4-amino-1-piperidinyl)ethyl]-8-ethyl-7-fluoro-1,5-naphthyridin-2(1H)-one (0.056 g, 0.184 mmol) and 2,3-dihydro[1,4]dioxino[2,3-c]pyridine-7-carboxaldehyde (for a synthesis see WO2004058144, Example 2(c) or WO03/087098, Example 19(d)) (0.030 g, 0.184 mmol) was dissolved in CHCl3 (1 ml) and MeOH (0.1 ml) at rt under argon. NaBH(OAc)3 (0.117 g, 0.552 mmol) was then added and the reaction was allowed to stir at rt for 16 h. After which it was purified by chromatography on silica gel (10 g) using a 0-30% MeOH in DCM gradient to give the free base of the title compound as a yellow oil (0.041 g, 48%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071592B2
Source datasetuspto-grants-2011_12
ORD IDord-491c5e575b9147d18699e30b5a736b6e
Source noteuspto-grants-2011_12