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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2305373Generated: October 25, 2026

Dimethylformamide → 2-(3-Nitro-6-methoxy-2-pyridinylamino)-3,3-diphenylpropionic acid

https://huagongshe.com/reaction/2305373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium CarbonateHCID 10340—
Reactant3,3-DiphenylalanineHCID 224969—
Reactant2-Chloro-6-methoxy-3-nitropyridineHCID 2795029—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product2-(3-Nitro-6-methoxy-2-pyridinylamino)-3,3-diphenylpropionic acidHCID 1843280420.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

2.50 g (10.4 mmol) of 2-amino-3,3-diphenylpropionic acid, 0.84 g (4.3 mmol) of 2-chloro-3-nitro-6-methoxypyridine and 0.55 g (5.2 mmol) of sodium carbonate were introduced into 18 ml of DMF and 18 ml of water, and the mixture was stirred at 80° C. for 5 hours. Ethyl acetate and water were then added, and the phases were separated. The aqueous phase was acidified with 6 normal hydrochloric acid and extracted three times with ethyl acetate. After drying with MgSO4 and concentration under reduced pressure, the crude product was recrystallized from isopropanol. 0.34 g (20.1%) of a yellow powder of melting point 172-180° C. was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06440975B1
Source datasetuspto-grants-2002_08
ORD IDord-1cbc4c87130a4ff3ac903c26a9909762
Source noteuspto-grants-2002_08