WO2011090323A3 - Novel preparation method of 2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl)-n,n-dimethylacetamide - Google Patents

Novel preparation method of 2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl)-n,n-dimethylacetamide Download PDF

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Publication number
WO2011090323A3
WO2011090323A3 PCT/KR2011/000401 KR2011000401W WO2011090323A3 WO 2011090323 A3 WO2011090323 A3 WO 2011090323A3 KR 2011000401 W KR2011000401 W KR 2011000401W WO 2011090323 A3 WO2011090323 A3 WO 2011090323A3
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WO
WIPO (PCT)
Prior art keywords
pyrimidin
hydroxy
butyl
methyl
dimethylacetamide
Prior art date
Application number
PCT/KR2011/000401
Other languages
French (fr)
Other versions
WO2011090323A2 (en
Inventor
Ji-Han Kim
Joon-Kwang Lee
Byoung-Wug Yoo
Ok-Kyoung Choi
Hak-Won Kim
Sun-Hwa Lee
Original Assignee
Boryung Pharmaceutical Co., Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from KR20100005945A external-priority patent/KR101058284B1/en
Application filed by Boryung Pharmaceutical Co., Ltd filed Critical Boryung Pharmaceutical Co., Ltd
Priority to IN2695DEN2012 priority Critical patent/IN2012DN02695A/en
Priority to CN201180004629.8A priority patent/CN102666496B/en
Publication of WO2011090323A2 publication Critical patent/WO2011090323A2/en
Publication of WO2011090323A3 publication Critical patent/WO2011090323A3/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/32—One oxygen, sulfur or nitrogen atom
    • C07D239/34—One oxygen atom
    • C07D239/36—One oxygen atom as doubly bound oxygen atom or as unsubstituted hydroxy radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing aromatic rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The present invention provides a method for preparing 2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl)-N,N-dimethylacetamide, comprising reacting a compound of the following formula 2 with pentanamidine or a salt thereof in the presence of a base. [Formula 2] wherein R1 represents C1-C6 linear or branched alkyl or C3-C6 cycloalkyl. Further, the present invention provides a method for preparing 2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl)-N,N-dimethylacetamide, comprising the steps of: a) reacting 2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl)-acetic acid with a haloformate compound in the presence of a base, and b) reacting the product of Step a) with dimethylamine.
PCT/KR2011/000401 2010-01-21 2011-01-20 Novel preparation method of 2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl)-n,n-dimethylacetamide WO2011090323A2 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
IN2695DEN2012 IN2012DN02695A (en) 2010-01-21 2011-01-20
CN201180004629.8A CN102666496B (en) 2010-01-21 2011-01-20 New preparation of 2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidine-5-yl)-n,n-dimethylacetamide

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
KR20100005725 2010-01-21
KR10-2010-0005725 2010-01-21
KR20100005945A KR101058284B1 (en) 2010-01-22 2010-01-22 Novel Process for the Preparation of 2- (2-N-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl) -N, N-dimethylacetamide
KR10-2010-0005945 2010-01-22

Publications (2)

Publication Number Publication Date
WO2011090323A2 WO2011090323A2 (en) 2011-07-28
WO2011090323A3 true WO2011090323A3 (en) 2011-11-10

Family

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PCT/KR2011/000401 WO2011090323A2 (en) 2010-01-21 2011-01-20 Novel preparation method of 2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl)-n,n-dimethylacetamide

Country Status (3)

Country Link
CN (2) CN104610164B (en)
IN (1) IN2012DN02695A (en)
WO (1) WO2011090323A2 (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20140096514A (en) * 2013-01-28 2014-08-06 보령제약 주식회사 Composition for preventing or treating of cancer
JP6068765B2 (en) 2013-03-14 2017-01-25 ボリュン ファーマスーティカル カンパニー リミテッド Pharmaceutical combination preparation
CN104478811B (en) * 2014-11-14 2017-01-25 浙江浙邦制药有限公司 Fimasartan intermediate preparation method
CN107973784B (en) * 2017-11-16 2021-08-24 珠海市海瑞德生物科技有限公司 Synthesis method of fimasartan
CN113121484A (en) * 2019-12-31 2021-07-16 复星弘创(苏州)医药科技有限公司 Method for preparing coumarin compound with 3-substituted acylaminoalkyl, product and related intermediate thereof
CN113336709B (en) * 2021-06-25 2022-06-03 上海立科化学科技有限公司 Preparation method of N, N-dimethylacetamide

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999055681A1 (en) * 1998-04-25 1999-11-04 Boryung Pharmaceutical Co., Ltd. Pyrimidinone compounds, pharmaceutical compositions containing the compounds and the process for preparing the same
WO2003024956A1 (en) * 2001-09-21 2003-03-27 Boryung Pharmaceutical Co., Ltd. Method for preparing pyrimidinone compound and pharmaceutically acceptable salts thereof
KR100521980B1 (en) * 2002-10-10 2005-10-17 보령제약 주식회사 The preparation method for pyrimidinone compound and trihydrate of the salt of the pyrimidinone compound

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999055681A1 (en) * 1998-04-25 1999-11-04 Boryung Pharmaceutical Co., Ltd. Pyrimidinone compounds, pharmaceutical compositions containing the compounds and the process for preparing the same
WO2003024956A1 (en) * 2001-09-21 2003-03-27 Boryung Pharmaceutical Co., Ltd. Method for preparing pyrimidinone compound and pharmaceutically acceptable salts thereof
KR100521980B1 (en) * 2002-10-10 2005-10-17 보령제약 주식회사 The preparation method for pyrimidinone compound and trihydrate of the salt of the pyrimidinone compound

Also Published As

Publication number Publication date
CN104610164B (en) 2018-03-16
CN102666496A (en) 2012-09-12
WO2011090323A2 (en) 2011-07-28
CN102666496B (en) 2015-05-20
IN2012DN02695A (en) 2015-09-04
CN104610164A (en) 2015-05-13

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