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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 906902Generated: October 31, 2026

Diisopropylethylamine → HCID 57576355, compound

https://huagongshe.com/reaction/906902

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Chloroethyl chloroformateHCID 521305—
ReactantHCID 67131717HCID 67131717—
SolventTolueneHCID 1140—
ProductHCID 57576355HCID 5757635568.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2-{(S)-1-[(3R,4S)-1-benzyl-4-(4-fluoro-phenyl)-pyrrolidin-3-yl]-ethoxy}-5-chloro-pyridine 285 mg (0.69 mmol) dissolved in toluene (5 mL) were added 0.22 mL (2.07 mmol) of 1-chloroethyl chloroformate and 0.35 mL (2.07 mmol) 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 (10 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 152 mg (68%) of the title compound as a light yellow oil. ES-MS m/e: 321.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012998B2
Source datasetuspto-grants-2011_09
ORD IDord-a974255871754fc0afccaff2dcc7d414
Source noteuspto-grants-2011_09