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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466059Generated: November 1, 2026

Acetic Acid → Ethyl[(2-{(tert-butoxycarbonyl)[2-(1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]amino}ethyl)amino]acetate

https://huagongshe.com/reaction/1466059

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantGlycine ethyl ester, hydrochlorideHCID 2723640—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactanttert-Butyl[2-(1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl](2-oxoethyl)carbamateHCID 117599267—
SolventMethanolHCID 887—
ProductEthyl[(2-{(tert-butoxycarbonyl)[2-(1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]amino}ethyl)amino]acetateHCID 131732682—

Reaction Steps

To a solution of tert-Butyl [2-(1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl](2-oxoethyl)carbamate (580 mg, 1.8 mmol) in MeOH (50 mL) was added ethyl aminoacetate hydrochloride (380 mg, 2.7 mmol), sodium cyanoborohydride (340 mg, 5.4 mmol) and a drop of acetic acid. The reaction was allowed to stir at RT for 16 hours. LC showed the desired product, which was purified by silica gel chromatography. LC-MS (IE, m/z): 407 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999990B2
Source datasetuspto-grants-2015_04
ORD IDord-2cdad6736174498ba5a23da25df394b2
Source noteuspto-grants-2015_04