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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 906887Generated: October 30, 2026

Diisopropylethylamine → HCID 57576401, compound

https://huagongshe.com/reaction/906887

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Chloroethyl chloroformateHCID 521305—
ReactantHCID 67033448HCID 67033448—
SolventTolueneHCID 1140—
ProductHCID 57576401HCID 5757640185.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 6-{(S)-1-[(3R,4S)-1-benzyl-4-(3,4-difluoro-phenyl)-pyrrolidin-3-yl]-ethoxy}-nicotinonitrile—66 mg (0.16 mmol) dissolved in toluene (2 mL) were added 67 mg (0.47 mmol) of 1-chloroethyl chloroformate and 61 mg (0.47 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 45 mg (85%) of the title compound as a light yellow oil. ES-MS m/e: 330.3 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012998B2
Source datasetuspto-grants-2011_09
ORD IDord-971fa6fea7f741c88b01f62e278728f8
Source noteuspto-grants-2011_09