2-(1H-indazol-1-yl)benzoic acid | 957-94-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(1H-indazol-1-yl)benzoic acid
• 英文别名: 2-(indazol-2'-yl)benzoic acid；2-indazol-1-yl-benzoic acid；1-<2-Carboxy-phenyl>-indazol；Benzoic acid,2-(1h-indazol-1-yl)-；2-indazol-1-ylbenzoic acid
• CAS: 957-94-8
• 化学式: C₁₄H₁₀N₂O₂
• 分子量: 238.246
• InChiKey: OTOQBTRBBXHAGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-氯-4-氟苯 、 2-(1H-indazol-1-yl)benzoic acid 在 (p-cymene)ruthenium(II) chloride 、 2,4,6-三甲基苯甲酸 、 potassium carbonate 作用下， 以 邻二甲苯 为溶剂， 反应 16.0h， 以77%的产率得到1-[4'-fluoro-(1,1'-biphenyl)-2yl]-1H-indazole
  参考文献：
  名称：

  钌（II）催化的CC烷基化和烷基化：氨基甲酰化的CC功能化

  摘要：

  钌（II）双羧酸盐催化能够通过脱氨基甲酰化的C芳基化作用实现选择性的C官能化。钌（II）催化的多功能性是通过广泛应用的芳基酰胺的C-C芳基化和C-C烷基化，以及通过可改性的有机金属C-C活化产生的具有可修饰吡唑的酸来反映的。

  DOI：

  10.1002/anie.201701231
• 作为产物：
  描述：

  吲唑 在 氢氧化钾 、 potassium carbonate 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 反应 18.0h， 生成 2-(1H-indazol-1-yl)benzoic acid
  参考文献：
  名称：

  Rosevear, Judi; Wilshire, John F. K., Australian Journal of Chemistry, 1991, vol. 44, # 8, p. 1097 - 1114

  摘要：

  DOI：

文献信息

• [EN] NOVEL SPIROCHROMANONE CARBOXYLIC ACIDS<br/>[FR] NOUVEAUX ACIDES SPIROCHROMANONE CARBOXYLIQUES
  申请人：BANYU PHARMA CO LTD

  公开号：WO2010002010A1

  公开（公告）日：2010-01-07

  The invention relates to a compound of a general formula (I): wherein A represents a linking group; Ar1 represents a group formed from an aromatic ring; R1 and R2 each independently represent a hydrogen atom, a halogen atom, a cyano group, a C2-C6 alkenyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a cyclo-C3-C6 alkyloxy group, a C2-C7 alkanoyl group, a halo-C2-C7 alkanoyl group, a C2-C7 alkoxycarbonyl group, a halo-C2-C7 alkoxycarbonyl group, a cyclo-C3-C6 alkyloxycarbonyl group, an aralkyloxycarbonyl group, a carbamoyl-C1-C6 alkoxy group, a carboxy-C2-C6 alkenyl group, or a group of -Q1-N(Ra)-Q2-Rb; a C1-C6 alkyl group optionally having substituent(s); an aryl or heterocyclic group optionally having substituent(s); or a C1-C6 alkyl group or a C2-C6 alkenyl group having the aryl or heterocyclic group; T and U each independently represent a nitrogen atom or a methine group; and V represents an oxygen atom, a sulfur atom or an imino group. The compound of the invention is useful as therapeutical agents for various ACC-related diseases.

  该发明涉及一种通式（I）的化合物：其中A代表连接基团；Ar1代表由芳香环形成的基团；R1和R2分别独立地代表氢原子、卤素原子、氰基、C2-C6烯基基团、C1-C6烷氧基团、卤代C1-C6烷氧基团、环C3-C6烷氧基团、C2-C7烷酰基团、卤代C2-C7烷酰基团、C2-C7烷氧羰基团、卤代C2-C7烷氧羰基团、环C3-C6烷氧羰基团、芳基烷氧羰基团、氨基甲氧基基团、羧基C2-C6烯基基团，或-Q1-N（Ra）-Q2-Rb基团；C1-C6烷基基团可选地具有取代基；芳基或杂环基团可选地具有取代基；或C1-C6烷基基团或C2-C6烯基基团具有芳基或杂环基团；T和U分别独立地代表氮原子或亚甲基基团；V代表氧原子、硫原子或亚胺基团。该发明的化合物可用作治疗各种与ACC相关疾病的治疗剂。
• [EN] A PROCESS FOR THE PREPARATION OF 3-5-{[(1R,2S)-2-[(2,2-DIFLUOROPROPANYL)AMINO]-1 -(2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL]PROPYL]OXY}-1H-INDAZOL-1-YL)-N-[(3R)-TETRAHYDROFURAN-3-YL] BENZAMIDE<br/>[FR] PROCÉDÉ POUR LA PRÉPARATION DE 3-5-{[(1R,2S)-2-[(2,2-DIFLUOROPROPANYL)AMINO]-1-(2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL]PROPYL]OXY}-1H-INDAZOL-1-YL)-N-[(3R)-TÉTRAHYDROFURAN-3-YL]BENZAMIDE
  申请人：ASTRAZENECA AB

  公开号：WO2016124722A1

  公开（公告）日：2016-08-11

  The technical field relates to a process for the preparation of 3-(5-[(1R,2S)-2-[(2,2-difluoropropanoy)amino]-1-(2,3-dihydro-1,4- benzodioxin-6-yl)propyl]oxy}-1H-indazol-1-yl)-N-[(3R)-tetrahydrofuran-3-yl]benzamide (XIV), to products of said process and the use thereof.

  该技术领域涉及一种用于制备3-(5-[(1R,2S)-2-[(2,2-二氟丙酰)氨基]-1-(2,3-二氢-1,4-苯并二氧杂环己-6-基)丙基]氧基}-1H-吲唑-1-基)-N-[(3R)-四氢呋喃-3-基]苯甲酰胺（XIV）的过程，以及所述过程的产品和其用途。
• Processes for producing pyrazoloacridone derivative and synthetic intermediate thereof
  申请人：Tsubakihara Nobuaki

  公开号：US20060217554A1

  公开（公告）日：2006-09-28

  (wherein R represents lower alkyl; R 1 represents a hydrogen atom, —CH 2 X or —OC(═O)R 3 ; and R 2 represents a hydrogen atom, nitro, halogen, substituted or unsubstituted lower alkyl, substituted or unsubstituted lower alkoxy, substituted or unsubstituted lower alkylthio or substituted or unsubstituted aryl) The present invention provides a simple industrial process for producing pyrazoloacridone derivatives having an antitumor activity, 1-(2-carboxyphenyl)indazole derivatives, which are useful as synthetic intermediates thereof, or the like; and the like. For example, the present invention provides a process for producing a 1-(2-carboxyphenyl)indazole derivative represented by general formula (IV) which comprises steps of reacting a compound represented by above general formula (I) with a compound represented by above general formula (II) in the presence of a base to produce a compound represented by above general formula (III); and hydrolyzing a cyano group of the resulting compound represented by general formula (III).

  其中R代表低碳基；R1代表氢原子、—CH2X或—OC(═O)R3；R2代表氢原子、硝基、卤素、取代或未取代的低碳基、取代或未取代的低碳氧基、取代或未取代的低碳硫基或取代或未取代的芳基。本发明提供了一种简单的工业过程，用于生产具有抗肿瘤活性的吡唑并蒽醌衍生物、1-(2-羧基苯基)吲唑衍生物，或其合成中间体等；例如，本发明提供了一种生产由通式（IV）表示的1-(2-羧基苯基)吲唑衍生物的方法，其中包括以下步骤：在碱存在下将上述通式（I）表示的化合物与上述通式（II）表示的化合物反应以产生上述通式（III）表示的化合物；并水解上述通式（III）表示的化合物中的氰基。
• PROCESSES FOR PRODUCING PYRAZOLOACRIDONE DERIVATIVE AND INTERMEDIATE THEREFOR
  申请人：KYOWA HAKKO KOGYO CO., LTD.

  公开号：EP1627877A1

  公开（公告）日：2006-02-22

  (wherein R represents lower alkyl; R1 represents a hydrogen atom, -CH2X or -OC(=O)R3; and R2 represents a hydrogen atom, nitro, halogen, substituted or unsubstituted lower alkyl, substituted or unsubstituted lower alkoxy, substituted or unsubstituted lower alkylthio or substituted or unsubstituted aryl) The present invention provides a simple industrial process for producing pyrazoloacridone derivatives having an antitumor activity, 1-(2-carboxyphenyl)indazole derivatives, which are useful as synthetic intermediates thereof, or the like; and the like. For example, the present invention provides a process for producing a 1-(2-carboxyphenyl)indazole derivative represented by general formula (IV) which comprises steps of reacting a compound represented by above general formula (I) with a compound represented by above general formula (II) in the presence of a base to produce a compound represented by above general formula (III); and hydrolyzing a cyano group of the resulting compound represented by general formula (III).

  (其中R代表低级烷基；R1代表氢原子、-CH2X或-OC(＝O)R3；R2代表氢原子、硝基、卤素、取代或未取代的低级烷基、取代或未取代的低级烷氧基、取代或未取代的低级烷硫基或取代或未取代的芳基) 本发明提供了一种生产具有抗肿瘤活性的吡唑吖啶酮衍生物、1-(2-羧基苯基)吲唑衍生物（可用作其合成中间体）或类似物的简单工业工艺。 例如，本发明提供了一种生产通式(IV)代表的 1-(2-羧基苯基)吲唑衍生物的工艺，该工艺包括以下步骤：在碱存在下，使上述通式(I)代表的化合物与上述通式(II)代表的化合物反应，生成上述通式(III)代表的化合物；水解所得通式(III)代表的化合物的氰基。
• Ruthenium-Catalyzed C–H Silylation of 1-Arylpyrazole Derivatives and Fluoride-Mediated Carboxylation: Use of Two Nitrogen Atoms of the Pyrazole Group
  作者：Tsuyoshi Mita、Yoshihiro Sato、Hiroyuki Tanaka、Kenichi Michigami

  DOI：10.1055/s-0033-1341230

  日期：——

  Carboxylation of 1-arylpyrazole derivatives was developed using a ruthenium-catalyzed ortho silylation in conjunction with fluoride-mediated carboxylation with carbon dioxide. The two nitrogen atoms of pyrazole play crucial roles in promoting ortho silylation via the formation of a five-membered ruthenacycle and in accelerating aryl anion formation by lowering the electron density of the aromatic ring.