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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333337Generated: October 28, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → (S)-Tert-butyl 2-(3'-chlorobiphenyl-4-yl)-1-(1H-tetrazol-5-yl)ethylcarbamate

https://huagongshe.com/reaction/333337

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant(S)-Tert-butyl 2-(3'-chlorobiphenyl-4-yl)-1-(1-(2-cyanoethyl)-1H-tetrazol-5-yl)ethylcarbamateHCID 68747779—
SolventDichloromethaneHCID 6344—
Product(S)-Tert-butyl 2-(3'-chlorobiphenyl-4-yl)-1-(1H-tetrazol-5-yl)ethylcarbamateHCID 17845414194%

Reaction Steps

To a suspension of (S)-tert-butyl 2-(3′-chlorobiphenyl-4-yl)-1-(1-(2-cyanoethyl)-1H-tetrazol-5-yl)ethylcarbamate (300 mg, 0.662 mmol) in DCM (3 ml) at room temperature was added DBU (2 ml, 13.27 mmol), and the solution was stirred at room temperature for 1.5 hours. The reaction mixture was concentrated reduced pressure. The obtained residue was purified by reverse phase HPLC [30 to 95% ACN-water (0.1% TFA) over 10 min by Sunfire C18 column] and gave the title compound: 250 mg (yield: 94%). LCMS (condition F): 400.1 (M+1); retention time=1.28 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877815B2
Source datasetuspto-grants-2014_11
ORD IDord-7965d755d5df4660b8f61fcfa507e237
Source noteuspto-grants-2014_11