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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 906897Generated: October 29, 2026

Diisopropylethylamine → HCID 57576442, compound

https://huagongshe.com/reaction/906897

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Chloroethyl chloroformateHCID 521305—
Reactant2-{(S)-1-[(3R,4S)-1-Benzyl-4-(4-chloro-phenyl)-pyrrolidin-3-yl]-ethoxy}-5-chloro-pyridineHCID 66999426—
SolventTolueneHCID 1140—
ProductHCID 57576442HCID 5757644264%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2-{(S)-1-[(3R,4S)-1-benzyl-4-(4-chloro-phenyl)-pyrrolidin-3yl]-ethoxy}-5-chloro-pyridine 220 mg (0.51 mmol) dissolved in toluene (5 mL) were added 0.17 mL (1.53 mmol) of 1-chloroethyl chloroformate and 0.27 mL (1.53 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 110 mg (62%) of the title compound as a light yellow oil. ES-MS m/e: 337.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012998B2
Source datasetuspto-grants-2011_09
ORD IDord-8522aeb6083e411f99c0e8d176b2225c
Source noteuspto-grants-2011_09