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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2390820Generated: October 29, 2026

4-Nitrobenzoyl chloride → N-[3-tert-butyl-2-methoxy-5-(2-methoxypyridin-3-yl)phenyl]-4-nitrobenzamide

https://huagongshe.com/reaction/2390820

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Nitrobenzoyl chlorideHCID 8502—
Reactant3-Tert-butyl-2-methoxy-5-(2-methoxypyridin-3-yl)phenylamineHCID 67069882—
SolventDichloromethaneHCID 6344—
ProductN-[3-tert-butyl-2-methoxy-5-(2-methoxypyridin-3-yl)phenyl]-4-nitrobenzamideHCID 6706987497.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

step 3—To a solution of 100 (0.24 g, 0.85 mmol) and TEA (0.18mL, 1.3 mmol) in DCM (10 mL) at 0° C. was added 4-nitrobenzoyl chloride (0.19 g, 1.0 mmol). The resulting mixture was stirred at 0° C. for 3 h, and then warmed to RT. The mixture was then diluted with additional DCM, washed sequentially with water and brine, dried (Na2SO4), filtered and concentrated. The crude residue so obtained was purified by SiO2 chromatography eluting with EtOAc/hexane to afford 0.36 g (97%) of N-[3-tert-butyl-2-methoxy-5-(2-methoxypyridin-3-yl)phenyl]-4-nitrobenzamide (102) as a light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273773B2
Source datasetuspto-grants-2012_09
ORD IDord-f7ce140d8c5541ecb67439d7a3f681d7
Source noteuspto-grants-2012_09