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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 601548Generated: October 27, 2026

Methyl-(1-methyl-piperidin-4-yl)-(5-nitro-benzooxazol-2-yl)-amine → N2-Methyl-N2-(1-methyl-piperidin-4-yl)-benzooxazole-2,5-diamine

https://huagongshe.com/reaction/601548

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl-(1-methyl-piperidin-4-yl)-(5-nitro-benzooxazol-2-yl)-amineHCID 59558006—
CatalystIronHCID 23925—
SolventAcetic AcidHCID 176—
ProductN2-Methyl-N2-(1-methyl-piperidin-4-yl)-benzooxazole-2,5-diamineHCID 5955800991%

Reaction Conditions

Temperature40 °C

Reaction Steps

Dissolve methyl-(1-methyl-piperidin-4-yl)-(5-nitro-benzooxazol-2-yl)-amine (0.583 g, 2.01 mmol), in acetic acid (8 mL), and add iron (1.12 g, 20.1 mmol) to the solution. Stir the mixture at 40° C. for 3 h. Filter the reaction mixture through Celite® and wash with water/MeOH. Concentrate the reaction mixture in vacuo. Subject the residue to silica gel flash column chromatography, eluting with 10% 2N NH3 in MeOH/CH2Cl2, to yield the desired product (0.474 g, 91%). MS (ES+) 261.2 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902356B2
Source datasetuspto-grants-2011_03
ORD IDord-2e3af89be4e94b01a99979ff2ef8e569
Source noteuspto-grants-2011_03