Cas no 944401-73-4 (2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile)

2-Amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile is a boronic ester derivative of isonicotinonitrile, serving as a versatile intermediate in organic synthesis and pharmaceutical research. Its key structural features include a reactive boronate group and an amino-functionalized pyridine ring, enabling applications in Suzuki-Miyaura cross-coupling reactions for constructing biaryl systems. The electron-withdrawing nitrile group enhances stability while maintaining reactivity. This compound is particularly valuable in medicinal chemistry for the development of kinase inhibitors and other bioactive heterocycles. Its crystalline solid form and moderate solubility in common organic solvents facilitate handling and purification. The product is typically stored under inert conditions to preserve its boronate functionality.
2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile structure
944401-73-4 structure
Product Name:2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile
CAS No:944401-73-4
MF:C12H16BN3O2
MW:245.085342407227
MDL:MFCD12923419
CID:1037320
PubChem ID:59507509
Update Time:2025-05-27

2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile Chemical and Physical Properties

Names and Identifiers

    • 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-Pyridinecarbonitrile
    • 2-Amino-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-isonicotinonitrile
    • 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile
    • 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-4-carbonitrile
    • 2-Amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-pyridinecarbonitrile (ACI)
    • 2-Amino-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-4-carbonitrile
    • CS-0321682
    • 6-Amino-4-cyanopyridine-3-boronic acid pinacol ester
    • J-507888
    • DTXSID10732209
    • F19653
    • AKOS016008750
    • 944401-73-4
    • SCHEMBL2811560
    • ILFHCZIKOMNCGU-UHFFFAOYSA-N
    • AS-48179
    • MFCD12923419
    • MDL： MFCD12923419
    • Inchi： 1S/C12H16BN3O2/c1-11(2)12(3,4)18-13(17-11)9-7-16-10(15)5-8(9)6-14/h5,7H,1-4H3,(H2,15,16)
    • InChI Key： ILFHCZIKOMNCGU-UHFFFAOYSA-N
    • SMILES： N#CC1C(B2OC(C)(C)C(C)(C)O2)=CN=C(N)C=1

Computed Properties

  • Exact Mass: 245.13400
  • Monoisotopic Mass: 245.1335569g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 1
  • Complexity: 361
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 81.2?2

Experimental Properties

  • PSA: 81.89000
  • LogP: 0.76478

2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile Customs Data

  • HS CODE：2934999090
  • Customs Data：

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A029206159-1g
2-Amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile
 944401-73-4 95%
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Chemenu
CM135980-1g
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 944401-73-4 95%
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Chemenu
CM135980-5g
2-Amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile
 944401-73-4 95%
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Chemenu
CM135980-25g
2-Amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile
 944401-73-4 95%
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abcr
AB390116-250 mg
6-Amino-4-cyanopyridine-3-boronic acid pinacol ester
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eNovation Chemicals LLC
Y0976168-1g
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 944401-73-4 95%
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NAN JING YAO SHI KE JI GU FEN Co., Ltd.
PBEB10689-100MG
2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile
 944401-73-4 95%
100MG
 ￥ 1,095.00 2023-04-12

2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Potassium acetate Catalysts: Dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane addu… Solvents: 1,4-Dioxane ;  2 h, 120 °C
Reference
Identification of NVP-BKM120 as a Potent, Selective, Orally Bioavailable Class I PI3 Kinase Inhibitor for Treating Cancer
Burger, Matthew T.; Pecchi, Sabina; Wagman, Allan; Ni, Zhi-Jie; Knapp, Mark; et al, ACS Medicinal Chemistry Letters, 2011, 2(10), 774-779

Production Method 2

Reaction Conditions
1.1 Reagents: Potassium acetate Catalysts: Dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane addu… Solvents: 1,4-Dioxane ;  2 h, 120 °C
Reference
Preparation of dimorpholinopyrimidines for inhibiting hamartoma tumor cells
, World Intellectual Property Organization, , ,

Production Method 3

Reaction Conditions
1.1 Reagents: Potassium acetate Catalysts: Dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane addu… Solvents: 1,4-Dioxane ;  2 min, 120 °C; 120 °C → rt
Reference
Pyrimidine derivatives used as PI-3 kinase inhibitors and their preparation, pharmaceutical compositions and use in the treatment of cancer
, World Intellectual Property Organization, , ,

Production Method 4

Reaction Conditions
Reference
Method of inhibiting hamartoma tumor cells
, United States, , ,

2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile Raw materials

2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile Preparation Products

2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile Related Literature

Related Categories

944401-73-4 (2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isonicotinonitrile) Related Products

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