78167-68-7Relevant academic research and scientific papers
Novel process for preparing 1-methyl-2-(2-hydroxyethyl)pyrrolidine
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, (2020/03/05)
The present invention relates to a method for synthesizing 1-methyl-2-(2-hydroxyethyl)pyrrolidine, which is useful as an intermediate of a pharmaceutical. More specifically, the present invention relates to a novel synthesis method which uses metal borohydride as a reducing agent in a process of manufacturing 1-methyl-2-(2-hydroxyethyl)pyrrolidine, which is a target substance, from methyl (2E/Z)-2-(1-methylpyrrolidinyridin-2-ylidene)acetate, wherein the methyl (2E/Z)-2-(1-methylpyrrolidinyridin-2-ylidene)acetate is reduced in two stages sequentially, thereby being able to obtain the target substance with a safe process and cheap cost compared to an existing method.COPYRIGHT KIPO 2020
An efficient process of preparation of 1-methyl-2-(2-hydroxyethyl)pyrrolidine for production in ton scale
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Paragraph 0032, (2017/04/25)
The present invention relates to a safe, simple and novel manufacturing method of 1-methyl-2-(2-hydroxyethyl)pyrrolidine as a drug medium, capable of mass production. 1-methyl-2-(2-hydroxyethyl)pyrrolidine can be manufactured by: reducing a double bond into a single bond through hydrogenation reaction in the presence of palladium on carbon (Pd on C) catalyst, and sequentially reducing an ester group into an alcohol group with a reducing agent such as NaBH_4 or LiBH_4; reducing a double bond and an ester group at a single reaction at the same time; or performing enantioselective hydrogenation of allylic alcohol with a chiral catalyst.
The efficient process for preparation of methyl (2)-(1-methyl-2-pyrrolidinylidene)acetate
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Paragraph 0016-0017; 0020, (2016/12/12)
The present invention relates to an excellent method of a production process, which is capable of lowering production costs due to yield improvement, reduction in generating wastewater and waste fluid, and reduction in processing time, regarding a mass production of methyl-(2)-(1-methyl-2-pyrrolidinylidene)acetate in a chemical formula 3 which is an intermediate of 1-methyl-2-(2-hydroxyethyl)pyrrolidin as a useful intermediate of a medical substance in a chemical formula 4 of a synthesis process in a reaction formula 1.COPYRIGHT KIPO 2015
Synthesis of hexahydroindol-6-ones by reaction of 2-methylthiopyrrolinium salts with Nazarov reagents
Michael,Zwane
, p. 4755 - 4758 (2007/10/02)
The title compounds 6-8 were prepared by variations of a route commencing with base-promoted condensation of N-substituted 2-methylthio-Δ1-pyrrolinium iodides 2 with Nazarov and related reagents, followed by further manipulation of substituted enamines 11-14.
An Efficient Synthesis of Acetylated Bicyclic Hydroxypyrroles from Cyclic Lactams via Flash-Vacuum Pyrolysis of Meldrum's Acid Derivatives
Pommelet, Jean-Claude,Dhimane, Hamid,Chuche, Josselin,Celerier, Jean-Pierre,Haddad, Mansour,Lhommet, Gerard
, p. 5680 - 5685 (2007/10/02)
The title compounds 9 were synthesized in three steps from cyclic lactams 2.After treatment of 2a-h with phosgene followed by the addition of Meldrum's acid to the chloroiminium chloride intermediates 3a-h, derivatives 4a-h were isolated in good yields.Compounds 4a-g were quantitatively converted to bicyclic enaminones 7a-g by flash-vacuum pyrolysis in the temperature range 480-600 deg C.In contrast, 4h provided 8h, the hydroxyprrole tautomer of 7h.The reaction takes place through the initial formation of (aminomethylene)ketenes 5a-h followed by a 1,4-hydrogen migration from the carbon adjacent to the nitrogen atom to the central carbon of the cumulenone.The lower temperature (480 deg C) needed for benzyl and N-carboalkoxy derivatives 4e-h in comparison with N-alkyl derivatives 4a-d (600 deg C) is correlated with gas-phase acidity of the migrating hydrogen atom.The hydroxypyrroles 8a-g, tautomers of 7a-g (78), were trapped with acetic anhydride, affording O-acetylated bicyclic hydroxypyrroles 9a-g.
A Stable Methyleneketene and the Stepwise Fragmentation of Meldrum's Acids
Lorencak, Primoz,Pommelet, J. C.,Chuche, Josselin,Wentrup, Curt
, p. 369 - 370 (2007/10/02)
Mild flash vacuum pyrolysis of the Meldrum's acid derivative (3) gives the first example of a methylenemalonic anhydride (4), which decarboxylates in solution to give the first isolable methyleneketene (5); the structures are supported by (13)C n.m.r. spectra and chemical reactions.
Methods for Converting N-Alkyl Lactams to Vinylogous Urethanes and Vinylogous Amides via (Methylthio)alkylideniminium Salts
Gugelchuk, Mary M.,Hart, David J.,Tsai, Yeun-Min
, p. 3671 - 3675 (2007/10/02)
Treatment of enolizable (methylthio)alkylideniminium salts with active methylene compounds under basic conditions gives Knoevenagel-type adducts in excellent yields.Attempts to convert several of these adducts to vinylogous urethanes and vinylogous amides met with varied success.One-pot preparations of vinylogous urethanes and vinylogous amides from (methylthio)alkylideniminium salts and selected active methylene compounds are also described.
