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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1060425Generated: October 27, 2026

Methanesulfonyl chloride → N-[2-chloro-4-(N,N-dimethanesulfonylamino)benzoyl]-4-(2-methoxyphenyl)-L-phenylalanine methyl ester

https://huagongshe.com/reaction/1060425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantDiisopropylethylamineHCID 81531—
ReactantN-(4-amino-2-chlorobenzoyl)-4-(2-methoxyphenyl)-L-phenylalanine methyl esterHCID 54392214—
SolventDichloromethaneHCID 6344—
ProductN-[2-chloro-4-(N,N-dimethanesulfonylamino)benzoyl]-4-(2-methoxyphenyl)-L-phenylalanine methyl esterHCID 53775032—

Reaction Steps

MeSO2Cl (24 μL) was added to a solution of N-(4-amino-2-chlorobenzoyl)-4-(2-methoxyphenyl)-L-phenylalanine methyl ester (56.0 mg) in anhydrous CH2Cl2 (1 mL) containing DIEA (66.6 μL). The resulting mixture was stirred at room temperature under N2 for 3 h and diluted with CH2Cl2, washed with 1N HCl, water, dried (MgSO4) and evaporated. The residue was purified through a silica gel column using CH2Cl2 as an eluent to give N-[2-chloro-4-(N,N-dimethanesulfonylamino)benzoyl]-4-(2-methoxyphenyl)-L-phenylalanine methyl ester (59.4 mg). ESMS: m/z 595 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06521666B1
Source datasetuspto-grants-2003_02
ORD IDord-19cc0adec8de404eb925a22d9f3b8f5c
Source noteuspto-grants-2003_02