4-氟-2-甲基-1-(异丙基)-6-(4,4,5,5-四甲基-1,3,2-二氧杂环己硼烷-2-基)-1H-苯并咪唑 基本信息
| 中文名称 | 4-氟-2-甲基-1-(异丙基)-6-(4,4,5,5-四甲基-1,3,2-二氧杂环己硼烷-2-基)-1H-苯并咪唑 |
|---|---|
| 中文同义词 | LY2835219中间体三;4-氟-1-异丙基-2-甲基-6-(4,4,5,5-四甲基-1,3,2-二氧硼杂环戊烷-2-基)-1;4-氟-1-异丙基-2-甲基-6-(4,4,5,5-四甲基-1,3,2-二氧硼杂环戊烷-2-基)-1H-苯并[D]咪唑;4-氟-2-甲基-1-异丙基-6-(4,4,5,5-四甲基-1,3,2-二氧杂环戊硼烷-2-基)-1H-苯并咪唑;4-氟-1-异丙基-2-甲基-6-(4,4,5,5-四甲基-[1,3,2]二氧硼戊环-2-基)-1H-苯并咪唑;1H-苯并咪唑, 4-氟-2-甲基-1-(异丙基)-6-(4,4,5,5-四甲基-1,3,2-二氧杂环己硼烷-2-基)- 95+%;LY2835219中间体4;4-氟-2-甲基-1-(异丙基)-6-(4,4,5,5-四甲基-1,3,2-二氧杂环己硼烷-2-基)-1H-苯并咪唑 |
| 英文名称 | 1H-BenziMidazole, 4-fluoro-2-Methyl-1-(1-Methylethyl)-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)- |
| 英文同义词 | 1H-BenziMidazole, 4-fluoro-2-Methyl-1-(1-Methylethyl)-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-;1H-BENZIMIDAZOLE, 4-FLUORO-2-METHYL-1-(1-METHYLETHYL)-6-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN- 2-Y;1H-BenziMidazole, 4-fluoro-2-Methyl-1-(1-Methylethyl)-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)- 4-fluoro-1-isopropyl-2-Methyl-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]iMidazole intermediate-1(Abemaciclib);4-Fluoro-2-methyl-1-(1-methylethyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole;(4-FLUORO-1-ISOPROPYL-2-METHYL-1H-BENZO[D]IMIDAZOL-6-YL)BORONIC ACID PINACOL ESTER;4-fluoro-2-methyl-1-(propan-2-yl)-6-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-1,3-benzodiazole;intermediate-1(Abemaciclib);4-fluoro-2-methyl-1-propan-2-yl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzimidazole |
| CAS号 | 1231930-37-2 |
| 分子式 | C17H24BFN2O2 |
| 分子量 | 318.19 |
| EINECS号 | 1592732-453-0 |
| 相关类别 | 玻玛西尼系列 |
| Mol文件 | 1231930-37-2.mol |
| 结构式 |  |
4-氟-2-甲基-1-(异丙基)-6-(4,4,5,5-四甲基-1,3,2-二氧杂环己硼烷-2-基)-1H-苯并咪唑 性质
| 沸点 | 442.7±30.0 °C(Predicted) |
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| 密度 | 1.12±0.1 g/cm3(Predicted) |
| 储存条件 | under inert gas (nitrogen or Argon) at 2-8°C |
| 酸度系数(pKa) | 4.32±0.10(Predicted) |
| 外观 | 米白至黄色固体 |
| InChI | InChI=1S/C17H24BFN2O2/c1-10(2)21-11(3)20-15-13(19)8-12(9-14(15)21)18-22-16(4,5)17(6,7)23-18/h8-10H,1-7H3 |
| InChIKey | HUSPISQCNSLJSR-UHFFFAOYSA-N |
| SMILES | C1(C)N(C(C)C)C2=CC(B3OC(C)(C)C(C)(C)O3)=CC(F)=C2N=1 |
![6-溴-4-氟-1-异丙基-2-甲基-1H-苯并[D]咪唑](/CAS/GIF/1231930-33-8.gif)
1231930-33-8
73183-34-3
1231930-37-2
以6-溴-4-氟-1-异丙基-2-甲基-1H-苯并[D]咪唑和联硼酸频那醇酯为原料，合成4-氟-1-异丙基-2-甲基-6-硼酸频哪醇酯基-1H-苯并[d]咪唑的一般步骤如下：在500 mL单颈烧瓶中加入DMSO（100 mL），随后依次加入6-溴-4-氟-1-异丙基-2-甲基-1H-苯并[D]咪唑（20.0 g，73.80 mmol）、双（频哪醇合）二硼（27.6 g，108.69 mmol）、三环己基膦（3.53 g，12.61 mmol）和乙酸钾（21.3 g，217.38 mmol）。迅速加入乙酸钯（1.5 g）后，向反应烧瓶中通入氮气进行保护，随后在氮气氛围下加热至90℃。反应3小时后，将反应烧瓶冷却至室温，将反应混合物倒入700 mL水中，充分搅拌后进行减压过滤。滤饼用100 mL水洗涤两次，干燥后得到浅棕色固体。将粗产物用50 mL石油醚和10 mL乙酸乙酯打浆10分钟，经过真空过滤得到白色固体（18.8 g，收率80.3%）。
参考文献：
[1] Patent: CN107266421, 2017, A. Location in patent: Paragraph 0042; 0043; 0050; 0051
[2] Patent: CN104910137, 2017, B. Location in patent: Paragraph 0213; 0220-0222
[3] Patent: EP3091008, 2016, A1. Location in patent: Paragraph 0177; 0178
[4] Patent: US2010/160340, 2010, A1. Location in patent: Page/Page column 10
[5] Patent: WO2015/130540, 2015, A1. Location in patent: Page/Page column 22