1201910-95-3Relevant academic research and scientific papers
A method for synthesizing [...]
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Paragraph 0043, (2016/11/21)
The invention discloses a synthesis method of cinacalcet. The synthetic route is divided into two parts, namely, (1) preparing a chiral compound as shown in the description from racemic 1-naphthylethylamine as a starting material by virtue of a dynamic kinetic reliquid method in the presence of Pd/LDH-SA serving as a racemic catalyst, p-chlorophenol fatty acyl ester serving as an acyl donor and lipase serving as a biological reliquid catalyst; and (2) reacting m-trifluoromethylbenzaldehyde serving as a starting material and a cheap and easily available material acetaldehyde to obtain m-trifluoromethyl cinnamic aldehyde and carrying out reduced pressure distillation to obtain a pure product; reacting m-trifluoromethyl cinnamic aldehyde and the compound as shown in the description to produce an imine intermediate; dissolving the imine intermediate in ethanol and reacting in the presence of Raney nickel serving as a hydrogenation catalyst to obtain the product cinacalcet. By the synthesis method, the reaction yield and the optical purity of the product are increased, the reaction conditions are milder and the raw materials are easily available.
Process for Preparing Cinacalcet and Pharmaceutically Acceptable Salts Thereof
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Paragraph 0095, (2015/10/05)
The present patent application relates to a process for preparing, cinacalcet or a pharmaceutically acceptable salt thereof, which comprises reacting 3-trifluoromethylbenzaldehyde having the following formula (II) with the phosphorus-comprising derivative having the following formula all) in which R1 and R2, which may he identical or different, are each a (C1-C6)alkyl group. The present invention also relates to the phosphorus-comprising derivative having the formula (III), to the use thereof and to the process for preparing same. The present invention also relates to the phosphate salt of cinacalcet and to uses thereof.
A PROCESS FOR THE SYNTHESIS OF CINACALCET HYDROCHLORIDE
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Page/Page column 6-7, (2010/01/12)
There is described a process for the preparation of cinacalcet hydrochloride (I) which includes the steps of: a) reacting (R)-(+)-1-(1-naphthyl)ethylamine (II) with 3-[3-(trifluoromethyl)phenyl]propenaldehyde (III) to afford the non isolated intermediate (R)-N-[3-[3-(trifluoromethyl)phenyl]-2-propenylimino-N-[1-(1 - naphthyi)ethy!amine (IV); b) reducing the non isolated intermediate (R)-N-[3-[3-(trifluoromethyl)phenyl]-2-propenylimine-N-[-1 -(1 -naphthyl)ethylamine (IV) with a sequential addition of: - a solution of sodium borohydride, methanol and a base, - oxalic acid and - a base to obtain (R)-N-[3-[3-(trifluoromethyl)phenyl]-2- propenyl]-1-(1-naphthyl)ethylamine (V) by passing through the precipitation of the oxalate salt of compound (V) after the addition of oxalic acid; c) hydrogenating (R)-N-[3-[3-(trifluoromethyl)phenyl]-2-propenyl]-1 -(1 - naphthyl)ethylamine (V) thus obtaining (R)-N-(3-(3- (trifluoromethyl)phenyl]propyij-i-(i -naphthyl)ethylamine cinacalcet base (Vl), which is retaken in ethyl acetate; and d) treating the- solution of cinacalcet base (Vi) in ethyl acetate with hydrochloric acid to afford cinacalcet hydrochloride (I).
