5-甲氧基-3-嘧啶频那醇硼酸酯

3-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

HCID 3866161CAS 445264-60-8

子结构检索查找相似结构

基本信息

标准SMILES: COc1cncc(B2OC(C)(C)C(C)(C)O2)c1
InChIKey: HENXUFOAGXNWKH-UHFFFAOYSA-N
分子式: C12H18BNO3
平均分子量: 235.09 g/mol
单同位素质量: 235.13797384

名称与标识

首选名称: 3-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
IUPAC: 3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
中文名: 5-甲氧基-3-嘧啶频那醇硼酸酯
英文名: 3-Methoxypyridine-5-boronic acid pinacol ester
分子式: C12H18BNO3
分子量: 235.09

名称与别名

445264-60-83-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineDTXSID10397599RefChem:280426DTXCID40348458834-020-33-Methoxypyridine-5-boronic acid pinacol ester5-Methoxy-3-pyridineboronic acid pinacol ester3-Methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine3-Methoxy-5-pyridineboronic acid pinacol esterMFCD03412068Pyridine, 3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

展开更多名称

5-甲氧基吡啶-3-硼酸频酯3-甲氧基吡啶-5-硼酸频那酯5-甲氧基-3-嘧啶频那醇硼酸酯5-甲氧基-3-吡啶硼酸频哪醇酯3-甲氧基-5-吡啶硼酸频哪醇酯5-甲氧基吡啶-3-硼酸频那醇酯5-甲氧基吡啶-3-硼酸频呢醇酯3-甲氧基吡啶-5-硼酸匹那醇酯5-甲氧基-3-吡啶频那醇硼酸酯5-甲氧基吡啶-3-硼酸频哪醇酯5-methoxypyridine-3-boryl ester5-methoxy-3-pyridine borate acidpyridineboronic acid pinacol ester5-Methoxy-3-pyridylboronic Acid Pinacol Ester(3-Methoxypyridin-5-yl)boronic acid pinacol est(3-Methoxypyridin-5-yl)boronic acid pinacol ester

(5-METHOXYPYRIDIN-3-YL)BORONIC ACID PINACOL ESTER5-Methoxypyridine-3-boronic acid, pinacol ester3-methoxy-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyridine5-Methoxypyridine-3-boronic acid pinacol esterMethoxypyridine-3-boronic acid,pinacolesterFT-06947713-METHOXY-5-(PINACOLBORANATO)PYRIDINE

数据库标识

CAS: 445264-60-8
PubChem CID: 3866161
DTXSID: DTXSID10397599
EC Number: 834-020-3

性质

结构计算性质

极性表面积: 40.6 Å²
氢键供体: 0
氢键受体: 4
可旋转键: 2
重原子: 17
形式电荷: 0
复杂度: 267

物理化学性质

熔点: 100 · 100-108℃
沸点: 346.34 · 346.340±27.00 °C(Press: 760.00 Torr)(predicted)
密度: 1.067 · 1.067±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
储存条件: 2 · under inert gas (nitrogen or Argon) at 2-8°C
形态: powder to crystal
酸度系数(pKa): 4.786 · 4.786±0.10(predicted)
颜色: White to Almost white
InChI: 1S/C12H18BNO3/c1-11(2)12(3,4)17-13(16-11)9-6-10(15-5)8-14-7-9/h6-8H,1-5H3
InChIKey: HENXUFOAGXNWKH-UHFFFAOYSA-N
SMILES: COc1cncc(c1)B2OC(C)(C)C(C)(C)O2

安全与法规

GHS分类

GHS Classification · 4 条

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危害信息

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全数据

wgk: 3
存储类别: 11 - Combustible Solids
海关编码: 2933399990

化学与工业

制备方法 · 1 条

生产方法以3-溴-5-甲氧基吡啶（2g，10.63mmol）、双（频哪醇合）二硼（4.05g，15.98mmol）和乙酸钾（4.78g，42.55mmol）为原料，在无水甲苯（25mL）中进行反应。首先对反应体系进行氮气脱气处理。在氮气保护下，向反应体系中加入Pd(dppf)Cl2·DCM（0.87g，0.10mmol），随后将反应混合物加热回流2小时。反应进程通过薄层色谱（TLC）监测。反应完成后，将混合物冷却至室温（25℃），通过Celite垫过滤。滤液用乙酸乙酯（100mL）稀释，依次用水和盐水洗涤，无水硫酸钠干燥后减压浓缩，得到粗产物。粗产物通过硅胶（100-200目）柱色谱法纯化，洗脱剂为10%乙酸乙酯的己烷溶液，最终得到2.6g目标产物5-甲氧基-3-吡啶频哪醇硼酸酯。经LC-MS分析，产物分子量为236（M+H）。参考文献：[1] Patent: WO2009/74812, 2009, A1. Location in patent: Page/Page column 68[2] Patent: WO2014/186035, 2014, A1. Location in patent: Page/Page column 156[3] Journal of Medicinal Chemistry, 2016, vol. 59, # 23, p. 10479 - 10497[4] Patent: CN106674200, 2017, A. Location in patent: Paragraph 0112; 0113

上下游产品信息

上游原料

3-溴-5-甲氧基吡啶联硼酸频那醇酯乙酸钾甲苯

试剂价格

M2994 · 1g: 3-甲氧基-5-(4,4,5,5-四甲基-1,3,2-二氧杂环戊硼烷-2-基)吡啶3-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine — 60元
XW0244526460803 · 5G: 5-甲氧基-3-吡啶频那醇硼酸酯 — 228元