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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916813Generated: October 29, 2026

tert-Butyl 4-(2-methyl-2-(4-nitronaphthalen-1-yloxy)propyl)pyridin-2-ylcarbamate → tert-Butyl 4-(2-(4-aminonaphthalen-1-yloxy)-2-methylpropyl)pyridin-2-ylcarbamate

https://huagongshe.com/reaction/1916813

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl 4-(2-methyl-2-(4-nitronaphthalen-1-yloxy)propyl)pyridin-2-ylcarbamateHCID 67395048—
ReactantHCID 178418361HCID 178418361—
CatalystPlatinumHCID 23939—
SolventAcetic AcidHCID 176—
SolventMethanolHCID 887—
Producttert-Butyl 4-(2-(4-aminonaphthalen-1-yloxy)-2-methylpropyl)pyridin-2-ylcarbamateHCID 6735954299%

Reaction Steps

tert-Butyl 4-(2-methyl-2-(4-nitronaphthalen-1-yloxy)propyl)pyridin-2-ylcarbamate (27) (100 mg, 0.229 mmol) in MeOH (30 mL) and AcOH (8.0 mL) was passed through a Thales H-cube (1.0 mL·min−1, 30° C., 55 mm 10% Pt/C Cat-Cart, full hydrogen mode). The volatiles were removed under reduced pressure to give tert-butyl 4-(2-(4-aminonaphthalen-1-yloxy)-2-methylpropyl)pyridin-2-ylcarbamate (28) (92 mg, 99%) as a purple oil: m/z 408 (M+H)+ (ES+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618140B2
Source datasetuspto-grants-2013_12
ORD IDord-29894ddc41764044a932cd6d9b078585
Source noteuspto-grants-2013_12