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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 541573Generated: October 27, 2026

Tert-butyl{3-[(2-methoxy-5-nitrophenyl)ethynyl]phenyl}carbamate → Tert-butyl{3-[2-(5-amino-2-methoxyphenyl)ethyl]phenyl}carbamate

https://huagongshe.com/reaction/541573

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl{3-[(2-methoxy-5-nitrophenyl)ethynyl]phenyl}carbamateHCID 57961666—
CatalystPalladiumHCID 23938—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl{3-[2-(5-amino-2-methoxyphenyl)ethyl]phenyl}carbamateHCID 8914398894.5%

Reaction Steps

tert-Butyl{3-[(2-methoxy-5-nitrophenyl)ethynyl]phenyl}carbamate (63 mg, 0.17 mmol) and 10% palladium on carbon (122 mg, 0.10 mmol) were stirred in N,N-dimethylformamide (3.0 mL) under an atmosphere of hydrogen for 16 hours. The mixture was diluted with ethyl acetate (9.0 mL) and filtered through celite. Evaporation of the filtrate gave the desired compound (55 mg, 94%). LCMS for C20H27N2O3 (M+H)+: m/z=343.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871753B2
Source datasetuspto-grants-2014_10
ORD IDord-5dbfecb00ffa4509bb83608641408a9d
Source noteuspto-grants-2014_10