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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1944244Generated: October 31, 2026

Diisopropylethylamine → HCID 57576465, compound

https://huagongshe.com/reaction/1944244

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Chloroethyl chloroformateHCID 521305—
ReactantHCID 67131386HCID 67131386—
SolventTolueneHCID 1140—
ProductHCID 57576465HCID 5757646564.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2-{(S)-1-[(3R,4S)-1-benzyl-4-(3,4-difluoro-phenyl)-pyrrolidin-3-yl]-ethoxy}-5-chloro-pyridine 917 mg (2.13 mmol) dissolved in toluene (20 mL) were added 0.69 mL (6.39 mmol) of 1-chloroethyl chloroformate and 1.09 mL (6.39 mL) of Hunig's base. The reaction mixture was heated at 100° C. for one hour. After cooling down to RT, volatiles were removed under vacuo and the crude was dissolved in MeOH (20 mL). The reaction mixture was heated at 85° C. for 30 minutes and after cooling down to RT, volatiles were removed under vacuo and the residue was directly purified on column chromatography (SiO2, CH2Cl2/MeOH 9:1) yielded 464 mg (64%) of the title compound as a light yellow oil. ES-MS m/e: 339.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394834B2
Source datasetuspto-grants-2013_03
ORD IDord-dd9b2c4db328449c9be252cf56943ac1
Source noteuspto-grants-2013_03