1-(2-Bromo-4,6-difluorophenoxy)propan-2-one | 1393846-76-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(2-Bromo-4,6-difluorophenoxy)propan-2-one
• 英文别名: 1-(2-bromo-4,6-difluorophenoxy)propan-2-one
• CAS: 1393846-76-8
• 化学式: C₉H₇BrF₂O₂
• 分子量: 265.054
• InChiKey: OGDPLBAXYQNCMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2-Bromo-4,6-difluorophenoxy)propan-2-one 生成 6,8-difluorochroman-3-one
  参考文献：
  名称：

  Process Research for Multikilogram Production of Etamicastat: A Novel Dopamine β-Hydroxylase Inhibitor

  摘要：

  In order to develop a manufacturing route to etamicastat, three synthetic approaches to the pivotal chiral 3-aminochroman intermediate have been studied as well as four methods for the construction of the 2-aminoethyl imidazolethione fragment. The evolution of the synthetic strategy based on the early discovery route was described. By focusing on the use of readily available starting materials it was possible to avoid chromatography steps and expensive reagents, bringing about significant improvements in cost and throughput. The best route involves construction of the chiral centre by asymmetric hydrogenation.

  DOI：

  10.1021/op300012d
• 作为产物：
  描述：

  3,5-二氟水杨醛 在 三乙烯二胺 、 sodium hypochlorite 、 硫酸 、 水 、 氢气 、 溴 、 potassium carbonate 、 potassium iodide 、 potassium hydroxide 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 、 溶剂黄146 为溶剂， 100.0 ℃ 、3.0 MPa 条件下， 反应 91.0h， 生成 1-(2-Bromo-4,6-difluorophenoxy)propan-2-one
  参考文献：
  名称：

  Process Research for Multikilogram Production of Etamicastat: A Novel Dopamine β-Hydroxylase Inhibitor

  摘要：

  In order to develop a manufacturing route to etamicastat, three synthetic approaches to the pivotal chiral 3-aminochroman intermediate have been studied as well as four methods for the construction of the 2-aminoethyl imidazolethione fragment. The evolution of the synthetic strategy based on the early discovery route was described. By focusing on the use of readily available starting materials it was possible to avoid chromatography steps and expensive reagents, bringing about significant improvements in cost and throughput. The best route involves construction of the chiral centre by asymmetric hydrogenation.

  DOI：

  10.1021/op300012d

文献信息

• [EN] PROCESSES FOR PREPARING MEDICAMENTS FOR THE TREATMENT OF CARDIOVASCULAR DISEASES AND INTERMEDIATES FOR USE THEREIN<br/>[FR] PROCÉDÉS DE PRÉPARATION DE MÉDICAMENTS POUR LE TRAITEMENT DE MALADIES CARDIOVASCULAIRES ET INTERMÉDIAIRES PRÉVUS À CET EFFET
  申请人：BIAL PORTELA & CA SA

  公开号：WO2015038022A1

  公开（公告）日：2015-03-19

  The present invention provides a compound of formula N wherein: X is CH2, oxygen or sulphur; R1, R2 and R3 are the same or different and signify hydrogens, halogens, alkyl, alkyloxy, hydroxy, nitro, alkylcarbonylamino, alkylamino or dialkylamino group, wherein N is in the form of the individual R- and S-enantiomer or a mixture of the (R)- and (S)-enantiomer. The present invention also provides a compound of formula MA. The present invention also provides processes for preparing the above compounds, and processes involving their use. The compounds are particularly useful as intermediates in the synthesis of peripherally-selective inhibitors of dopamine-ß-hydroxylase.

  本发明提供了一个公式为N的化合物，其中：X为CH2、氧或硫；R1、R2和R3相同或不同，表示氢、卤素、烷基、烷氧基、羟基、硝基、烷基羰基氨基、烷基氨基或二烷基氨基基团，其中N以单一的R-和S-对映体形式存在，或者是(R)-和(S)-对映体的混合物。本发明还提供了一个公式为MA的化合物。本发明还提供了制备上述化合物的方法，以及涉及它们使用的方法。这些化合物在外周选择性多巴胺-ß-羟化酶抑制剂的合成中特别有用。
• Processes for Preparing Medicaments for the Treatment of Cardiovascular Diseases and Intermediates for Use Therein
  申请人：Bial - Portela & CA., S.A.

  公开号：US20160221981A1

  公开（公告）日：2016-08-04

  The present invention provides a compound of formula N wherein: X is CH 2 , oxygen or sulphur; R 1 , R 2 and R 3 are the same or different and signify hydrogens, halogens, alkyl, alkyloxy, hydroxy, nitro, alkylcarbonylamino, alkylamino or dialkylamino group, wherein N is in the form of the individual R- and S-enantiomer or a mixture of the (R)- and (S)-enantiomer. The present invention also provides a compound of formula MA. The present invention also provides processes for preparing the above compounds, and processes involving their use. The compounds are particularly useful as intermediates in the synthesis of peripherally-selective inhibitors of dopamine-β-hydroxylase.

  本发明提供了一个化合物的公式N，其中：X是CH2，氧或硫；R1、R2和R3相同或不同，表示氢、卤素、烷基、烷氧基、羟基、硝基、烷基羰基氨基、烷基氨基或二烷基氨基基团，其中N以单个R-和S-对映体或(R)-和(S)-对映体的混合物形式存在。本发明还提供了一个化合物的公式MA。本发明还提供了制备上述化合物的方法以及涉及它们使用的方法。这些化合物在外周选择性多巴胺-β-羟化酶抑制剂的合成中特别有用。
• PROCESSES FOR PREPARING MEDICAMENTS FOR THE TREATMENT OF CARDIOVASCULAR DISEASES AND INTERMEDIATES FOR USE THEREIN
  申请人：Bial-Portela & CA, S.A.

  公开号：EP3044215B1

  公开（公告）日：2020-04-29