4'-bromomethyl-2-iodobiphenyl | 154542-77-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4'-bromomethyl-2-iodobiphenyl
• 英文别名: 4-Bromomethyl-2'-iodobiphenyl；1-(bromomethyl)-4-(2-iodophenyl)benzene
• CAS: 154542-77-5
• 化学式: C₁₃H₁₀BrI
• 分子量: 373.031
• InChiKey: CXICQWKTXYVQMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  4'-bromomethyl-2-iodobiphenyl 在 silver perchlorate 作用下， 以 二甲基亚砜 为溶剂， 反应 0.5h， 以0.308 g的产率得到2'-iodo-[1,1'-biphenyl]-4-carbaldehyde
  参考文献：
  名称：

  Synthesis of Fluoren-9-ones via Palladium-Catalyzed Cyclocarbonylation of o-Halobiaryls

  摘要：

  [GRAPHICS]The synthesis of various substituted fluoren-9-ones has been accomplished by a novel palladium catalyzed cyclocarbonylation of o-halobiaryls. The cyclocarbonylation of 4'-substituted-2-iodobiphenyls produces very high yields of 2-substituted fluoren-9-ones bearing either electron donating or electron-withdrawing substituents. 3'-Substituted 2-iodobiphenyls afford in excellent yields with good regioselectivity 3-substituted fluoren-9-ones. This chemistry has been successfully extended to polycyclic and heterocyclic fluorenones.

  DOI：

  10.1021/ol006585j
• 作为产物：
  描述：

  2-碘-4'-甲基联苯 生成 4'-bromomethyl-2-iodobiphenyl
  参考文献：
  名称：

  CATALYZED CARBONYLATION IN THE SYNTHESIS OF ANGIOTENSIN II ANTAGONISTS

  摘要：

  本发明的一种实施例是通过格氏试剂化学的高效合成卤代双芳基起始物质并利用其。本发明的另一种实施例是催化羰基化反应3'-（2'-卤代联苯基甲基）-1、7'-二甲基-2'-丙基-1H、3'H-[2、5']双苯并咪唑基（TLMH），使用含水溶剂混合物中的气态一氧化碳; 或者在无水溶剂中使用甲酸盐，可选地与乙酸一起。

  公开号：

  US20110098329A1

文献信息

• Therapeutic agents
  申请人：The Boots Company PLC

  公开号：US05627191A1

  公开（公告）日：1997-05-06

  The invention provides compounds of formula I ##STR1## and pharmaceutically acceptable salts thereof; wherein R.sub.50 is hydrogen or C.sub.1-4 alkyl, A.sub.51 is oxygen, sulphur or a group of the formula --NR.sub.52 -- wherein R.sub.52 is hydrogen or C.sub.1-4 alkyl; A.sub.50 comprises i) a mono or bicyclic aromatic ring optionally containing one or more nitrogen, oxygen or sulphur atoms, ii) a cycloalkendiyl group, or iii) an acyclic bridging group having a chain of one, two or three atoms between the cyclobutenedione group and X.sub.50, said chain being a chain of one or two carbon atoms or a chain of one carbon atom and one or more nitrogen, oxygen or sulphur atoms or iv) a bond; X.sub.50 is either a bond or a spacer group providing a chain between A.sub.50 and B.sub.50 of one or two atoms length; B.sub.50 is a mono or bicyclic aromatic-ring optionally containing one or more nitrogen, oxygen or sulphur atoms; r is an integer from 1 to 6; and Het is a ring system optionally containing one or more nitrogen, oxygen or sulphur atoms or is a phosphonate, phosphinate or amine derivative (wherein each of A.sub.50, X.sub.50, B.sub.50 and Her are optionally substituted). The compounds have angiotensin II antagonist activity and are useful in the treatment of cardiovascular disorders such as hypertension.

  该发明提供了化合物的结构式I ##STR1##及其药用盐；其中R.sub.50为氢或C.sub.1-4烷基，A.sub.51为氧、硫或具有结构式--NR.sub.52 --的基团，其中R.sub.52为氢或C.sub.1-4烷基；A.sub.50包括i)一个含有一个或多个氮、氧或硫原子的单环或双环芳香环，ii)一个环戊二烯基团，或iii)一个具有一个、两个或三个原子链的无环桥连基团，该链位于环丁二酮基团和X.sub.50之间，该链为一个或两个碳原子的链或一个碳原子和一个或多个氮、氧或硫原子的链，或iv)一个键；X.sub.50为键或提供A.sub.50和B.sub.50之间一条长为一个或两个原子的链的间隔基团；B.sub.50为一个含有一个或多个氮、氧或硫原子的单环或双环芳香环；r为1到6的整数；Het为一个含有一个或多个氮、氧或硫原子的环系统，或者是磷酸酯、磷酸酯或胺衍生物（其中A.sub.50、X.sub.50、B.sub.50和Her中的每一个均可选择性地被取代）。这些化合物具有抗血管紧张素II活性，并可用于治疗高血压等心血管疾病。
• Synthesis of Fluoren-9-ones by the Palladium-Catalyzed Cyclocarbonylation of <i>o</i>-Halobiaryls
  作者：Marino A. Campo、Richard C. Larock

  DOI：10.1021/jo020140m

  日期：2002.8.1

  The synthesis of various substituted fluoren-9-ones has been accomplished by the palladium-catalyzed cyclocarbonylation of o-halobiaryls. The cyclocarbonylation of 4'-substituted 2-iodobiphenyls produces very high yields of 2-substituted fluoren-9-ones bearing either electron-donating or electron-withdrawing substituents. 3'-Substituted 2-iodobiphenyls afford 3-substituted fluoren-9-ones in excellent

  各种取代的芴-9-酮的合成已通过邻卤代联芳基的钯催化环羰基化完成。4′-取代的2-碘联苯的环羰基化产生非常高产率的带有给电子或吸电子取代基的2-取代的芴-9-。3'-取代的2-碘联苯以优异的产率和良好的区域选择性提供3-取代的芴-9-一。该化学方法已成功地扩展到多环芴酮和含有稠合异喹啉，吲哚，吡咯，噻吩，苯并噻吩和苯并呋喃环的芴酮。
• Catalyzed carbonylation in the synthesis of angiotensin ii antagonists
  申请人：Lek Pharmaceuticals D.D.

  公开号：EP2103609A1

  公开（公告）日：2009-09-23

  One embodiment disclosed in the invention is the efficient synthesis of halogenated biaryl starting material via Grignard chemistry and the use thereof. Another embodiment of the invention is the reaction of catalyzed carbonylation of the 3'-(2'-halo-biphenyl-4-ylmethyl)-1,7'-dimethyl-2'-propyl-1H,3'H-[2,5']bibenzoimidazolyl (TLMH) using either gaseous carbon monoxide in a solvent mixture containing water; or formic acid salts optionally together with acetic acid in anhydrous solvent.

  本发明的一个实施例是通过格氏试剂化学反应高效合成卤代双芳基起始物，并利用其。本发明的另一个实施例是催化羰基化反应3'-(2'-卤代联苯基甲基)-1,7'-二甲基-2'-丙基-1H,3'H-[2,5']双苯并咪唑基(TLMH)，使用含水溶剂混合物中的气态一氧化碳或甲酸盐，可选地与乙酸一起在无水溶剂中。
• 2'-Halobiphenyl-4-yl intermediates in the synthesis of angiotensin II antagonists
  申请人：Lek Pharmaceuticals D.D.

  公开号：EP2103588A1

  公开（公告）日：2009-09-23

  A process for obtaining 2'-halo-4-methylbiphenyls is described, which comprises reacting 4-halotoluene with a 1,2-dihalobenzene in the presence of elemental metal such as magnesium, lithium or zinc, wherein 0 to 0.9 molar, particularly 0 to 0.2 molar excess of 4-halotoluene in regard to 1,2-dihalobenzene is used, and arised organometal intermediates are quenched by elemental halogen. In addition, the coupling of arised 2'-halo-4-methylbiphenyls with 2-(1-propyl)-4-methyl-6-(1'-methylbenzimidazole-2-il)benzimidazole to afford 3'-(2'-halo-biphenyl-4-ylmethyl)-1,7'-dimethyl-2'-propyl-1H,3'H-[2,5']bibenzoimidazolyl, which can be further converted to organometallic compound and said organometallic compound is further reacted with formic acid derivative, such as N,N-dimethylformamide, alkylformiate or carbon dioxide to obtain telmisartan, is also described. Further described is use of in line analytics for monitoring the aforementioned reactions.

  本文描述了一种制备2'-卤代-4-甲基联苯的方法，其中在元素金属（例如镁、锂或锌）存在下，将4-卤代甲苯与1,2-二卤代苯反应，使用0至0.9摩尔，特别是0至0.2摩尔的4-卤代甲苯超量，产生的有机金属中间体通过元素卤素淬灭。此外，将产生的2'-卤代-4-甲基联苯与2-(1-丙基)-4-甲基-6-(1'-甲基苯并咪唑-2-基)苯并咪唑偶联，得到3'-(2'-卤代联苯基-4-基甲基)-1,7'-二甲基-2'-丙基-1H,3'H-[2,5']联苯并咪唑基，可进一步转化为有机金属化合物，该有机金属化合物进一步与甲酸衍生物（如N,N-二甲基甲酰胺、烷基甲酸盐或二氧化碳）反应，制备得到替米沙坦。此外，本文还描述了在线分析用于监测上述反应的使用。
• [EN] CATALYZED CARBONYLATION IN THE SYNTHESIS OF ANGIOTENSIN II ANTAGONISTS<br/>[FR] CARBONYLATION CATALYSÉE DANS LA SYNTHÈSE D'ANTAGONISTES DE L'ANGIOTENSINE II
  申请人：LEK PHARMACEUTICALS

  公开号：WO2009115585A1

  公开（公告）日：2009-09-24

  One embodiment disclosed in the invention is the efficient synthesis of halogenated biaryl starting material via Grignard chemistry and the use thereof. Another embodiment of the invention is the reaction of catalyzed carbonylation of the 3'-(2'-halo-biphenyl-4-ylmethyl)-1,7'-dimethyl-2'-propyl-1H,3'H-[2,5']bibenzoimidazolyl (TLMH) using either gaseous carbon monoxide in a solvent mixture containing water; or formic acid salts optionally together with acetic acid in anhydrous solvent.

  本发明揭示的一种实施例是通过Grignard化学方法高效合成卤代双芳基起始物，并使用该起始物。本发明的另一种实施例是催化羰基化反应，使用含水溶剂混合物中的气态一氧化碳或甲酸盐（可选地与乙酸一起）在无水溶剂中对3'-(2'-卤代联苯基-4-基甲基)-1,7'-二甲基-2'-丙基-1H,3'H-[2,5']联苯并咪唑基（TLMH）进行反应。