Title:
PRODUCTION METHOD FOR 5,7-UNSUBSTITUTED-PYRAZOLO[1,5-A]PYRIMIDINE-6-CARBOXYLIC ACID
Document Type and Number:
WIPO Patent Application WO/2015/152319
Kind Code:
A1
Abstract:
Provided is an industrial production method that makes it possible to safely and inexpensively synthesize 5,7-unsubstituted-pyrazolo[1,5-a]pyrimidine-6-carboxylic acid, which is useful as an intermediate for synthesizing medicines. It is possible to produce 5,7-unsubstituted-pyrazolo[1,5-a]pyrimidine-6-carboxylic acid by reacting a reaction mixture, formed by reacting an acrylic acid ester and a formic acid ester in the presence of a base, with a 5-aminopyrazole, and then performing hydrolysis.
More Like This:
Inventors:
OKA MITSURU (JP)
Application Number:
PCT/JP2015/060312
Publication Date:
October 08, 2015
Filing Date:
April 01, 2015
Export Citation:
Assignee:
SANWA KAGAKU KENKYUSHO CO (JP)
International Classes:
C07D487/04
Domestic Patent References:
| WO2003091256A1 | 2003-11-06 | |||
| WO2008052964A1 | 2008-05-08 | |||
| WO2004067509A1 | 2004-08-12 |
Foreign References:
| JP2011507908A | 2011-03-10 | |||
| CN103896951A | 2014-07-02 | |||
| CN103819478A | 2014-05-28 |
Other References:
BLAD,C.C. ET AL.: "Novel 3,6,7-substituted pyrazolopyrimidines as positive allosteric modulators for the hydroxycarboxylic acid receptor 2 (GPR109A", JOURNAL OF MEDICINAL CHEMISTRY, vol. 55, no. 7, 2012, pages 3563 - 3567, XP055229637, ISSN: 0022-2623
KATO,N. ET AL.: "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", BIOORGANIC & MEDICINAL CHEMISTRY, vol. 19, no. 23, 2011, pages 7221 - 7227, XP028104550, ISSN: 0968-0896
TORII,S. ET AL.: "A Facile synthesis of polyfunctionally substituted pyridines from ethoxycarbonylmalonaldehyde", SYNTHESIS, 1986, pages 400 - 402, XP002634374, DOI: doi:10.1055/s-1986-31651
BERTZ, S.H. ET AL.: "New preparations of ethyl. 3,3-diethoxypropionate and (ethoxycarbonyl) malondialdehyde. Cu(1)-catalyzed acetal formation from a conjugated triple bond", JOURNAL OF ORGANIC CHEMISTRY, vol. 47, no. 11, 1982, pages 2216 - 2217, XP055043048, ISSN: 0022-3263
KATO,N. ET AL.: "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", BIOORGANIC & MEDICINAL CHEMISTRY, vol. 19, no. 23, 2011, pages 7221 - 7227, XP028104550, ISSN: 0968-0896
TORII,S. ET AL.: "A Facile synthesis of polyfunctionally substituted pyridines from ethoxycarbonylmalonaldehyde", SYNTHESIS, 1986, pages 400 - 402, XP002634374, DOI: doi:10.1055/s-1986-31651
BERTZ, S.H. ET AL.: "New preparations of ethyl. 3,3-diethoxypropionate and (ethoxycarbonyl) malondialdehyde. Cu(1)-catalyzed acetal formation from a conjugated triple bond", JOURNAL OF ORGANIC CHEMISTRY, vol. 47, no. 11, 1982, pages 2216 - 2217, XP055043048, ISSN: 0022-3263
Attorney, Agent or Firm:
SAKAMOTO TOMOHIRO (JP)
Tomohiro Sakamoto (JP)
Tomohiro Sakamoto (JP)
Download PDF: