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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2417482Generated: October 31, 2026

Acetic Acid → Methyl 3-[((4-chlorobenzoyl)ethoxycarbonylmethylamino)methyl]-4-[4-(2,5-dihydro-1H-pyrrol-1-ylcarbonyl)benzylamino]benzoate

https://huagongshe.com/reaction/2417482

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant4-(2,5-dihydro-1H-pyrrol-1-ylcarbonyl)benz-aldehydeHCID 22632597—
ReactantMethyl 3-[((4-chlorobenzoyl)ethoxycarbonylmethylamino)methyl]-4-aminobenzoateHCID 69892547—
SolventDichloromethaneHCID 6344—
ProductMethyl 3-[((4-chlorobenzoyl)ethoxycarbonylmethylamino)methyl]-4-[4-(2,5-dihydro-1H-pyrrol-1-ylcarbonyl)benzylamino]benzoateHCID 69892488—

Reaction Steps

660 mg (1.63 mmol) of methyl 3-[((4-chlorobenzoyl)ethoxycarbonylmethylamino)methyl]-4-aminobenzoate and 431 mg (2.1 mmol) of 4-(2,5-dihydro-1H-pyrrol-1-ylcarbonyl)benzaldehyde were dissolved in 10 ml of dichloromethane. 0.185 ml (3.26 mmol) of acetic acid was added to the solution, and they were stirred at room temperature for 30 minutes. 860 mg (4.1 mmol) of sodium triacetoxyborohydride was added to the obtained mixture, and they were stirred at room temperature overnight. After the treatment with dichloromethane as the extracting solvent by an ordinary method, the obtained crude product was purified by the silica gel column chromatography to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06825191B2
Source datasetuspto-grants-2004_11
ORD IDord-d9f73791e0cc4a84aef838b511476abd
Source noteuspto-grants-2004_11