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Pyrrolidine, 1-[(2S)-2-pyrrolidinylcarbonyl]- (9CI)

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Company Name: Wulechem Co., Ltd.  
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Pyrrolidine, 1-[(2S)-2-pyrrolidinylcarbonyl]- (9CI) Basic information
Application
Product Name:Pyrrolidine, 1-[(2S)-2-pyrrolidinylcarbonyl]- (9CI)
Synonyms:Pyrrolidine, 1-[(2S)-2-pyrrolidinylcarbonyl]- (9CI);(S)-Pyrrolidin-1-yl(pyrrolidin-2-yl)Methanone;Pyrrolidine, 1-[(2S)-2-pyrrolidinylcarbonyl;(pyrrolidin-1-yl)((S)-pyrrolidin-2-yl)methanone;4,7,7-trimethyl-3-oxobicyclo[2.2.1]heptane-2-carbonylchloride;(S)-1-prolylpyrrolidine;Methanone, 1-pyrrolidinyl-(2S)-2-pyrrolidinyl-
CAS:41721-00-0
MF:C9H16N2O
MW:168.24
EINECS:
Product Categories:PYRROLE
Mol File:41721-00-0.mol
Pyrrolidine, 1-[(2S)-2-pyrrolidinylcarbonyl]- (9CI) Structure
Pyrrolidine, 1-[(2S)-2-pyrrolidinylcarbonyl]- (9CI) Chemical Properties
Boiling point 320.2±35.0 °C(Predicted)
density 1.108±0.06 g/cm3(Predicted)
pka9.24±0.10(Predicted)
Safety Information
MSDS Information
Pyrrolidine, 1-[(2S)-2-pyrrolidinylcarbonyl]- (9CI) Usage And Synthesis
Application1-[(2S)-2-pyrrolidinecarbonyl]-pyrrolidine (5-(2-fluorophenyl)-1H-pyrrole-3-carboxaldehyde) is mainly used in the synthesis of vonoprazan fumarate, a potassium-competitive acid blocker developed by Takeda Pharmaceutical Company of Japan for the treatment of erosive esophagitis, gastric ulcers, duodenal ulcers, and Helicobacter pylori eradication. It was launched in Japan on December 26, 2014. The synthesis is as follows: using 1-[(2S)-2-pyrrolidinecarbonyl]-pyrrolidine (5-(2-fluorophenyl)-1H-pyrrole-3-carboxaldehyde) as the raw material, tetrahydrofuran as the solvent, sodium hydride as the acid-binding agent, and crown ether as the phase transfer catalyst, it reacts with 3-pyridinesulfonyl chloride to obtain the intermediate 5-(2-fluorophenyl)-1-(pyridine-3-ylsulfonyl)-1H-pyrrole-3-carboxaldehyde, which then forms a Schiff base with methylamine, is reduced with sodium borohydride to obtain the free base of vonorazan, and then forms a salt with fumaric acid to generate vonorazan fumarate.
Pyrrolidine, 1-[(2S)-2-pyrrolidinylcarbonyl]- (9CI) Preparation Products And Raw materials
Tag:Pyrrolidine, 1-[(2S)-2-pyrrolidinylcarbonyl]- (9CI)(41721-00-0) Related Product Information
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