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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1644360Generated: October 30, 2026

Sodium cyanoborohydride → 6-[({1-[2-(6-Nitro-3-oxo-2,3-dihydro-4H-1,4-benzoxazin-4-yl)ethyl]piperidin-4-yl}amino)methyl]-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one

https://huagongshe.com/reaction/1644360

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant3-Oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine-6-carbaldehydeHCID 21873737—
Reactant4-[2-(4-Aminopiperidin-1-yl)ethyl]-6-nitro-2H-1,4-benzoxazin-3(4H)-oneHCID 66774904—
Product6-[({1-[2-(6-Nitro-3-oxo-2,3-dihydro-4H-1,4-benzoxazin-4-yl)ethyl]piperidin-4-yl}amino)methyl]-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-oneHCID 159818917%

Reaction Steps

4-[2-(4-Aminopiperidin-1-yl)ethyl]-6-nitro-2H-1,4-benzoxazin-3(4H)-one (Intermediate 81), 3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine-6-carbaldehyde (WO 2004/058144) and sodium cyanoborohydride were reacted as described under Example 21 to give the product as an off-white solid in 7% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08124602B2
Source datasetuspto-grants-2012_02
ORD IDord-95bd9076c64d413ca1d6b74220db7bc8
Source noteuspto-grants-2012_02