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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 589076Generated: October 31, 2026

5-nitro-3-pyridin-2-yl-3,4-dihydro-2H-1,4-benzoxazine-3-carboxamide → 5-amino-3-pyridin-2-yl-3,4-dihydro-2H-1,4-benzoxazine-3-carboxamide

https://huagongshe.com/reaction/589076

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-nitro-3-pyridin-2-yl-3,4-dihydro-2H-1,4-benzoxazine-3-carboxamideHCID 90409900—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product5-amino-3-pyridin-2-yl-3,4-dihydro-2H-1,4-benzoxazine-3-carboxamideHCID 90408989—

Reaction Steps

5-Nitro-3-pyridin-2-yl-3,4-dihydro-2H-1,4-benzoxazine-3-carboxamide (0.040 g, 0.13 mmol) was dissolved in methanol (5 mL) in a Parr bottle and degassed with nitrogen, followed by addition of palladium (10% on carbon) (20 mg, 0.2 mmol). The reaction vessel was charged to 50 PSI with hydrogen and shaken for 2 h. The reaction mixture was then filtered and concentrated to give crude 5-amino-3-pyridin-2-yl-3,4-dihydro-2H-1,4-benzoxazine-3-carboxamide as a glass (0.040 g. 100%). LCMS calculated for C14H15N4O2 (M+H)+: m/z=271.1. found: 271.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09227985B2
Source datasetuspto-grants-2016_01
ORD IDord-52323459db484e56b7b551ea98531087
Source noteuspto-grants-2016_01