ChemicalBook--->CAS DataBase List--->460748-80-5

460748-80-5

460748-80-5 Structure

460748-80-5 Structure
IdentificationBack Directory
[Name]

(R)-2-ethylpyrrolidine hydrochloride
[CAS]

460748-80-5
[Synonyms]

(2R)-2-ETHYL-PYRROLIDINE HCL
(2R)-Ethylpyrrolidine hydrochloride
(R)-2-ethylpyrrolidine hydrochloride
(2R)-2-Ethylpyrrolidine Hydrochloride
[Molecular Formula]

C6H14ClN
[MDL Number]

MFCD17676377
[MOL File]

460748-80-5.mol
[Molecular Weight]

135.635
Chemical PropertiesBack Directory
[storage temp. ]

Inert atmosphere,Room Temperature
[Appearance]

Off-white to light yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Uses]

(2R)-Ethylpyrrolidine Hydrochloride is used as a reagent in the synthesis of 6-(4-pyrimidinyl)-1H-indazole derivatives as PDK1 kinase inhibitors useful in treatment of cancer, immune, metabolic and other kinase-mediated diseases. Also used as a reagent in the synthesis of aryloxazole derivatives as histamine H3 receptor antagonists or inverse agonists.
[Synthesis]

1-Pyrrolidinecarboxylic acid, 2-ethyl-, phenylmethyl ester, (2R)-

1227910-54-4

(R)-2-ethylpyrrolidine hydrochloride

460748-80-5

In a sealable reaction tube, phenylmethyl (2R)-2-ethyl-1-pyrrolidinecarboxylate (230 mg, 0.99 mmol) was dissolved in a solvent mixture of 1,4-dioxane (6 mL) and concentrated hydrochloric acid (4 mL). After sealing the reaction tube, the reaction mixture was stirred at 90°C for 5 hours. Upon completion of the reaction, the solution was concentrated and the residue was azeotropized by toluene (~20 mL) to remove residual water. Subsequently, ether (Et2O) was added to the residue and the mixture was sonicated and decanted. The solid obtained was dissolved in acetonitrile (CH3CN) and ether was added dropwise until a precipitate was generated. The mixture was again sonicated and decanted, and the solid was ground with ether to give (R)-2-ethylpyrrolidine hydrochloride (80 mg, 60% yield) as an off-white solid. The product was characterized by 1H NMR (400 MHz, CD3OD): δ 1.07 (t, J = 7.5 Hz, 3H), 1.60-1.84 (m, 3H), 1.96-2.17 (m, 2H), 2.19-2.31 (m, 1H), 3.30 (m, 2H), 3.38-3.52 (m, 1H).

[References]

[1] Patent: WO2010/120854, 2010, A1. Location in patent: Page/Page column 55
Spectrum DetailBack Directory
[Spectrum Detail]

(R)-2-ethylpyrrolidine hydrochloride(460748-80-5)1HNMR
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