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Merck
CN
所有图片(3)

文件

595314

Sigma-Aldrich

1-甲基-4-(4,4,5,5-四甲基-1,3,2-二氧硼戊环-2-基)吡唑

95%

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所有图片(3)
别名:
1-甲基-4-(4,4,5,5-四甲基-1,3,2-二氧杂戊硼烷-2-基)-1H-吡唑, 1-甲基-4-吡唑硼酸频哪醇酯
经验公式（希尔记法）:
C10H17BN2O2
CAS号:
761446-44-0
分子量:
208.07
MDL编号:
MFCD03789259
UNSPSC代码:
12352103
PubChem化学物质编号:
24881568
NACRES:
NA.22

质量水平

100

检测方案

95%

形式

solid

mp

59-64 °C (lit.)

SMILES字符串

Cn1cc(cn1)B2OC(C)(C)C(C)(C)O2

InChI

1S/C10H17BN2O2/c1-9(2)10(3,4)15-11(14-9)8-6-12-13(5)7-8/h6-7H,1-5H3

InChI key

UCNGGGYMLHAMJG-UHFFFAOYSA-N

相关类别

应用

稳定的硼酸替代品，用于Suzuki-Miyaura钯催化交叉偶联
试剂用于
  • Suzuki-Miyaura交叉偶联反应
  • 酯交换反应

用于制备
  • 氨基噻唑类（γ）-分泌酶调节剂
  • 氨基吡啶-吲哚甲酰胺，作为骨髓增生性疾病治疗的潜在 JAK2 抑制剂
  • 吡啶衍生物作为 TGF-β1 和激活素 A 信号传导抑制剂
  • MK-2461 类似物作为 c-Met 激酶抑制剂治疗癌症

WGK

WGK 3

个人防护装备

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Guopin Xu et al.
Organic letters, 7(21), 4605-4608 (2005-10-08)
[reaction: see text] The synthesis of a series of NHC building blocks that can then be incorporated into more complicated structures by palladium catalysis is reported. This approach is used for the synthesis of three amino acids containing NHC side
Thomas Lübbers et al.
Bioorganic & medicinal chemistry letters, 21(21), 6554-6558 (2011-09-20)
We herein report the discovery of a new γ-secretase modulator class with an aminothiazole core starting from a HTS hit (3). Synthesis and SAR of this series are discussed. These novel compounds demonstrate moderate to good in vitro potency in
Suzuki-Miyaura cross-coupling reaction of aryl and heteroaryl pinacol boronates for the synthesis of 2-substituted pyrimidines
Asano, S.; Kamioka, S.; Isobe, Y.
Tetrahedron, 68, 272-279 (2012)
Direct conversion of pinacol arylboronic esters to aryl triolborates
Li, G.-Q.; et al.
Chemistry Letters (Jpn), 40, 702-704 (2011)
Michael Lainchbury et al.
Journal of medicinal chemistry, 55(22), 10229-10240 (2012-10-23)
Inhibitors of checkpoint kinase 1 (CHK1) are of current interest as potential antitumor agents, but the most advanced inhibitor series reported to date are not orally bioavailable. A novel series of potent and orally bioavailable 3-alkoxyamino-5-(pyridin-2-ylamino)pyrazine-2-carbonitrile CHK1 inhibitors was generated
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