3-iodo-1H-pyrazolo[3,4-b]pyridine

Base Information

• Chemical Name: 3-iodo-1H-pyrazolo[3,4-b]pyridine
• CAS No.: 117007-52-0
• Molecular Formula: C6H4IN3
• Molecular Weight: 245.022
• Hs Code.: 2933990090
• European Community (EC) Number: 808-304-2
• DSSTox Substance ID: DTXSID70554904
• Wikidata: Q72484496
• Mol file: 117007-52-0.mol

Synonyms:3-iodo-1H-pyrazolo[3,4-b]pyridine;117007-52-0;3-iodo-2H-pyrazolo[3,4-b]pyridine;1H-PYRAZOLO[3,4-B]PYRIDINE, 3-IODO-;MFCD09749818;3-iodo-7-azaindazole;SCHEMBL174792;3-Iodopyrazolo[3,4-b]pyridine;DTXSID70554904;TYXAGVKIICJXGF-UHFFFAOYSA-N;CS-M2177;3-Iodo1H-pyrazolo[3,4-b]pyridine;AKOS015854015;AKOS032971356;DS-2703;PB26477;AC-30826;SY097907;A21860;EN300-3171782;W-204915

Chemical Property of 3-iodo-1H-pyrazolo[3,4-b]pyridine

Chemical Property:

• Melting Point: 177-179°C
• Refractive Index: 1.81
• Boiling Point: 379.827 °C at 760 mmHg
• PKA: 7.96±0.40(Predicted)
• Flash Point: 183.513 °C
• PSA: 41.57000
• Density: 2.22 g/cm³
• LogP: 1.56250
• Storage Temp.: -20?C Freezer
• Solubility.: Chloroform, DMSO
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 244.94499
• Heavy Atom Count: 10
• Complexity: 130

Purity/Quality:

98% ^*data from raw suppliers

3-Iodo-1H-pyrazolo[3,4-b]pyridine ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(NN=C2N=C1)I
• Uses: 3-Iodo-7-aza-1H-azaindazole is used for preparation of azaindazole compounds as CCR1 antagonists.

Technology Process of 3-iodo-1H-pyrazolo[3,4-b]pyridine

There total 7 articles about 3-iodo-1H-pyrazolo[3,4-b]pyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

1H-Pyrazolo[3,4-b]pyridine (271-73-8) → 3-iodo-1H-pyrazolo[3,4-b]pyridine (117007-52-0)

Guidance literature:

With sodium hydroxide; iodine; In 1,4-dioxane; at 40 ℃; for 8h;

DOI:10.1016/j.bmcl.2006.12.031

Reference yield: 68.0%

3-Diazapyrazolo<3,4-b>pyridine (63682-42-8) → 3-iodo-1H-pyrazolo[3,4-b]pyridine (117007-52-0)

Guidance literature:

With hydrogen iodide; at 105 ℃; for 0.25h;

DOI:10.1007/BF00809212

Reference yield: 39.0%

1H-pyrazolo[3,4-b]pyridin-3-amine (6752-16-5) → 3-iodo-1H-pyrazolo[3,4-b]pyridine (117007-52-0)

Guidance literature:

1H-pyrazolo[3,4-b]pyridin-3-amine; With boron trifluoride diethyl etherate; isopentyl nitrite; In tetrahydrofuran; at -10 ℃;

With sodium iodide; In acetone; at 0 - 20 ℃;

DOI:10.1016/j.tet.2015.06.050

upstream raw materials:

3-Diazapyrazolo<3,4-b>pyridine

1H-Pyrazolo[3,4-b]pyridine

2-chloro-3-carbaldehydepyridine

2-chloro-3-pyridinecarbonitrile

Downstream raw materials:

5-bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine

1-(3,4-difluoro-benzyl)-2-oxo-1,2-dihydro-pyridine-3-carboxylic acid 3-(1H-pyrazolo[3,4-b]pyridin-3-yl)-benzylamide trifluoroacetic acid salt

1H-pyrazolo[3,4-b]pyridine-3-carbonitrile

3-(1-(3-(1H-imidazol-1-yl)propyl)-1H-indol-3-yl)-4-(1-(3-morpholinopropyl)-1H-pyrazolo[3,4-b]pyridine-3-yl)-1-phenyl-1H-pyrrole-2,5-dione

Refernces

• 1、 Tanwar, Lalita,B?rgel, Jonas,Lehmann, Johannes,Ritter, Tobias. "Selective C-H Iodination of (Hetero)arenes". . p. 5024 - 5027. Retrieved 2021.
• 2、 -. "PHARMACEUTICALS COMPRISING BIARYL DERIVATIVES OR SALTS THEREOF". Paragraph 0210; 0211; 0212. . Retrieved 2018/10/24.