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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 411050Generated: October 26, 2026

Triethylamine → (4-Methylamino-3-nitro-benzoylamino)-acetic acid tert-butyl ester

https://huagongshe.com/reaction/411050

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantGlycine tert-butyl esterHCID 151417—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(Methylamino)-3-nitrobenzoyl chlorideHCID 17946449—
SolventDichloromethaneHCID 6344—
Product(4-Methylamino-3-nitro-benzoylamino)-acetic acid tert-butyl esterHCID 6733252083.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

(4-Methylamino-3-nitro-benzoylamino)-acetic acid tert-butyl ester (1.2 g) was prepared starting from 4-methylamino-3-nitro-benzoyl chloride (1 g), amino-acetic acid tert-butyl ester (721 mg), triethylamine (1.4 mL) in DCM (10 mL). The reaction was stirred at 0° C. for 1 h. The reaction was added to DCM (50 mL) and saturated sodium bicarbonate solution (50 mL). The phases were separated, and the aqueous phase was extracted twice with DCM. The combined organics were dried over sodium sulfate and then filtered. The solvent was evaporated and crude compound was purified by flash chromatography using DCM:methanol gradient.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759535B2
Source datasetuspto-grants-2014_06
ORD IDord-7d412386c4344dfcac67f98674e7fd98
Source noteuspto-grants-2014_06