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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 255311Generated: October 31, 2026

Sodium triacetoxyborohydride → 1-(2-{4-[(2,3-dihydro[1,4]dioxino[2,3-c]pyridin-7-ylmethyl)amino]piperidin-1-yl}ethyl)-7-methoxyquinoxalin-2(1H)-one

https://huagongshe.com/reaction/255311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2,3-Dihydro[1,4]dioxino[2,3-c]pyridine-7-carbaldehydeHCID 21873668—
Reactant1-[2-(4-Aminopiperidin-1-yl)ethyl]-7-methoxyquinoxalin-2(1H)-oneHCID 59397838—
Product1-(2-{4-[(2,3-dihydro[1,4]dioxino[2,3-c]pyridin-7-ylmethyl)amino]piperidin-1-yl}ethyl)-7-methoxyquinoxalin-2(1H)-oneHCID 15982533—

Reaction Steps

1-[2-(4-Aminopiperidin-1-yl)ethyl]-7-methoxyquinoxalin-2(1H)-one (Intermediate 146, 60 mg crude, 0.20 mmol), 2,3-dihydro[1,4]dioxino[2,3-c]pyridine-7-carbaldehyde (WO 2004/058144) (33 mg, 0.20 mmol), and sodium triacetoxy borohydride (130 mg, 0.60 mmol) were reacted as described for Example 69 to give the free base of the title compound as an oil. The free base was taken up in isopropanol and treated with 4.0M HCl in dioxane (3 eq). Solvent was removed under reduced pressure to give 28 mg (27% yield) of the bis-hydrochloride salt of the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07875715B2
Source datasetuspto-grants-2011_01
ORD IDord-e6a17e2605fb4766833db8decb44fe9a
Source noteuspto-grants-2011_01