739364-95-5Relevant articles and documents
Preparation method of anagliptin intermediate
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Paragraph 0069-0096, (2019/07/29)
The invention provides a preparation method of an anagliptin intermediate. The preparation method comprises the following steps: (1) N,N-dimethylformamide (I) and acyl chloride are subjected to a Vilsmiere reaction to produce a Vilsmiere reagent, bromoacetic acid (II) is dropwise added to the Vilsmiere reagent for a heating reaction, hydrolysis is performed, and dicarbaldehyde acetaldehyde (III) is obtained; (2) dimethyl acetaldehyde (III) and 3-amino-5-methyl pyrazole (IV) are dissolved in an alcohol/sodium alcoholate system, heating and reflux stirring are performed, and 6-carbaldehyde-2-methyl-pyrazo[1,5-a]pyrimidine (V) is produced; (3) 6-carbaldehyde-2-methyl-pyrazo[1,5-a]pyrimidine (V) is oxidized in strong base to produce 2-methyl-pyrazo[1,5-a]pyrimidine-6-carboxylic acid (VI). Thereaction steps are simplified, operation is convenient, few three wastes are produced, and the yield is high.
A method for synthesizing allah Geleg sandbank (by machine translation)
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Paragraph 0014, (2016/10/10)
The invention relates to a method for preparing anti-II type diabetes drug allah Geleg sandbank method for the synthesis of bulk drug (Anagliptin). The lack of commercial synthetic allah Geleg sandbank solve the technical problems of the method. Synthetic method comprises the following steps : (1) with vinyl ether and trichloro acetyl chloride as the raw material, passes through the three-step reaction to obtain the aldehyde protected intermediates 4 ; The 3-amino-5-methyl pyrazole condensation for dehydrating and gets pyrazolo pyrimidine mother nucleus; Carboxy b ester hydrolysis to obtain 2-methyl-pyrazolo [1,5-a] pyrimidin 6-carboxylic acid 6 ; (2) to L-proline as a raw material, passes through the methyl esterification, ammoniation, acetylation, Carbonitride reaction to obtain the chiral cyano pyrrolizinone intermediate 11 ; Chiral cyano pyrrolizinone intermediate 11 And diamine fragment 12 In alkaline conditions to obtain intermediate affinity substituted 13 ; Finally, intermediate 13 Under the conditions of the hydrochloric acid removal protection Boc base namely obtain cyanopentanoyl Azolylamine intermediate 14 ; (3) 2-methyl-pyrazolo [1,5-a] pyrimidine-6-carboxylic acid 6 The cyano Azolylamine intermediate 14 The condensation conditions to obtain the bulk drug allah Geleg sandbank coupled. (by machine translation)
Discovery and pharmacological characterization of N-[2-({2-[(2S)-2- cyanopyrrolidin-1-yl]-2-oxoethyl}amino)-2-methylpropyl]-2-methylpyrazolo[1,5-a] pyrimidine-6-carboxamide hydrochloride (anagliptin hydrochloride salt) as a potent and selective DPP-IV inhibitor
Kato, Noriyasu,Oka, Mitsuru,Murase, Takayo,Yoshida, Masahiro,Sakairi, Masao,Yamashita, Satoko,Yasuda, Yoshika,Yoshikawa, Aya,Hayashi, Yuuji,Makino, Mitsuhiro,Takeda, Motohiro,Mirensha, Yakufu,Kakigami, Takuji
supporting information; experimental part, p. 7221 - 7227 (2012/01/05)
In the course of our program for discovery of novel DPP-IV inhibitors, a series of pyrazolo[1,5-a]pyrimidines were found to be novel DPP-IV inhibitors. We identified N-[2-({2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl}amino)-2- methylpropyl]-2-methylpyrazolo[1,5-a]pyrimidine-6-carboxamide hydrochloride (4a) and described its pharmacological profiles.
