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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 480384Generated: October 29, 2026

Triethylamine → Methanesulphonic Acid 1-{4-[1-(4-cyclohex-1-enyl-phenyl)-3-(3,5-dichlorophenyl)-ureidomethyl]phenyl}-2-(2H-tetrazol-5-yl)ethyl Ester

https://huagongshe.com/reaction/480384

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant1-(4-Cyclohex-1-enylphenyl)-3-(3,5-dichlorophenyl)-1-{4-[1-hydroxy-2-(2H-tetrazol-5-yl)ethyl]benzyl}ureaHCID 18768913—
SolventDichloromethaneHCID 6344—
ProductMethanesulphonic Acid 1-{4-[1-(4-cyclohex-1-enyl-phenyl)-3-(3,5-dichlorophenyl)-ureidomethyl]phenyl}-2-(2H-tetrazol-5-yl)ethyl EsterHCID 20601515—

Reaction Conditions

Temperature0 °C

Reaction Steps

1-(4-Cyclohex-1-enylphenyl)-3-(3,5-dichlorophenyl)-1-{4-[1-hydroxy-2-(2H-tetrazol-5-yl)ethyl]benzyl}urea (100 mg, 0.17 mmol) was dissolved in DCM (1 ml) and triethyl amine (27 μl, 0.195 mmol) was added. The mixture was cooled to 0° C. and methansulphonyl chloride (15 μl, 0.195 mmol) was added followed by 1,8-diazabicyclo[5,4,0]-undec-7-ene (29 μl, 0.195 mmol). The mixture was stirred at 0° C. for 2 hours, and at room temperature overnight, then diluted with DCM (20 ml) and washed with brine (20 ml). The organic solution was dried with anhydrous sodium sulphate and evaporated to dryness, to give pure title material as a white powder. Yield: 113 mg (100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06649641B2
Source datasetuspto-grants-2003_11
ORD IDord-2c201c30739b448985d5226253ec6593
Source noteuspto-grants-2003_11