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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1420586Generated: November 1, 2026

Triethylamine → Methyl 1-([1,1'-Biphenyl]-2-carbonyl)-4-(4-methoxybenzenesulfonyl)-2,3,4,5-tetrahydro-1H-[1,4]benzodiazepine-3-carboxylate

https://huagongshe.com/reaction/1420586

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant[1,1'-Biphenyl]-2-carbonyl chlorideHCID 12563768—
ReactantMethyl [(2-aminobenzyl)-(4-methoxybenzenesulfonyl)amino]-3-hydroxypropionateHCID 18612758—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductMethyl 1-([1,1'-Biphenyl]-2-carbonyl)-4-(4-methoxybenzenesulfonyl)-2,3,4,5-tetrahydro-1H-[1,4]benzodiazepine-3-carboxylateHCID 18612790—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of 1.5 g (3.8 mmol) of methyl 2-[(2-aminobenzyl)-(4-methoxybenzenesulfonyl)amino]-3-hydroxypropionate and 2.65 ml of triethylamine in 12 ml of CH2Cl2 chilled at 0° C. was added a solution of [1,1'-biphenyl]-2-carbonyl chloride in 6 ml of CH2Cl2. The mixture was stirred at room temperature overnight and diluted with CH2Cl2 and H2O. The organic layer was separated and washed with 2 N citric acid, brine and dried-with Na2SO4. The solvent was removed under vacuum to give 2.2 g of a white foam. Anal. for C31H28N2O6S: Calc'd: C,66.9; H,5.1; N,5.0; Found: C,67.3; H,5.2; N,4.7.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06071903
Source datasetuspto-grants-2000_06
ORD IDord-f809706250ff44c4947d275a22c7c0a1
Source noteuspto-grants-2000_06