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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2417477Generated: November 1, 2026

Acetic Acid → Methyl 4-[((4-chlorobenzoyl)ethoxycarbonylmethylamino)methyl]-3-[4-(1-pyrrolidinecarbonyl)benzylamino]-benzoate

https://huagongshe.com/reaction/2417477

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant4-(Pyrrolidine-1-carbonyl)benzaldehydeHCID 12788044—
ReactantMethyl 4-[((4-chlorobenzoyl)ethoxycarbonylmethylamino)methyl]-3-aminobenzoateHCID 69893404—
SolventDichloromethaneHCID 6344—
ProductMethyl 4-[((4-chlorobenzoyl)ethoxycarbonylmethylamino)methyl]-3-[4-(1-pyrrolidinecarbonyl)benzylamino]-benzoateHCID 69892571—

Reaction Steps

120 mg (0.30 mmol) of methyl 4-[((4-chlorobenzoyl)ethoxycarbonylmethylamino)methyl]-3-aminobenzoate and 66 mg (0.33 mmol) of 4-(1-pyrrolidinecarbonyl)benzaldehyde were dissolved in 10 ml of dichloromethane. 0.034 ml (0.6 mmol) of acetic acid was added to the solution, and they were stirred at room temperature for 30 minutes. 158 mg (0.75 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-38fca2f32eff4eb3a0fc520809222b2e
Source noteuspto-grants-2004_11