4-Chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine

Base Information

• Chemical Name: 4-Chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine
• CAS No.: 1186647-69-7
• Molecular Formula: C6H3ClIN3
• Molecular Weight: 279.467
• DSSTox Substance ID: DTXSID80693136
• Wikidata: Q72452542
• Mol file: 1186647-69-7.mol

Synonyms:4-Chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine;1186647-69-7;4-chloro-3-iodo-2H-pyrazolo[4,3-c]pyridine;1H-Pyrazolo[4,3-c]pyridine, 4-chloro-3-iodo-;1H-Pyrazolo[4,3-c]pyridine,4-chloro-3-iodo-;SCHEMBL382059;DTXSID80693136;PBVPGWHQJRFJQU-UHFFFAOYSA-N;MFCD16877655;AKOS015851160;DS-1039;PB15247;AC-35647;AM803015;CS-0037242;FT-0660418;EN300-2170729;A856359;J-504742

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

Chemical Property:

• Boiling Point: 435.2±40.0 °C(Predicted)
• PKA: 8.51±0.40(Predicted)
• PSA: 41.57000
• Density: 2.284
• LogP: 2.21590
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 278.90602
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine ^*data from reagent suppliers

Safty Information:

• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C2=C(NN=C21)I)Cl

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

There total 4 articles about 4-Chloro-3-iodo-1H-pyrazolo[4,3-c]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: 92.0%

4-chloro-1H-pyrazolo [4,3-c]pyridine (871836-51-0) → 4-chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine (1186647-69-7)

Guidance literature:

With iodine; potassium hydroxide; In 1,4-dioxane; at 75 ℃; for 4h;

Reference yield:

2,4-dichloropyridine (26452-80-2) → 4-chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine (1186647-69-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C

1.2: 2 h / -78 °C

2.1: hydrazine hydrate / 1,2-dimethoxyethane / 75 °C

3.1: iodine; potassium hydroxide / 1,2-dimethoxyethane / 4 h / 75 °C

With iodine; hydrazine hydrate; potassium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; 1,2-dimethoxyethane;

Reference yield:

2,4-dichloro-3-pyridine Carboxaldehyde (134031-24-6) → 4-chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine (1186647-69-7)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / 1,2-dimethoxyethane / 75 °C

2: iodine; potassium hydroxide / 1,2-dimethoxyethane / 4 h / 75 °C

With iodine; hydrazine hydrate; potassium hydroxide; In 1,2-dimethoxyethane;

upstream raw materials:

4-chloro-1H-pyrazolo [4,3-c]pyridine

2,4-dichloro-3-pyridine Carboxaldehyde

2,4-dichloropyridine

2-Chloro-4-iodo-3-pyridinecarboxaldehyde

Downstream raw materials:

4-chloro-3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[4,3-c]pyridine

4-chloro-3-iodo-1-trityl-1H-pyrazolo[4,3-c]pyridine

3-(6-chloropyrimidin-4-yl)-N-isopropyl-1-(4-methoxybenzyl)-1H-pyrazolo[4,3-c]pyridin-4-amine

methyl 2-(4-(isopropylamino)-1-(4-methoxybenzyl)-1H-pyrazolo[4,3-c]pyridin-3-yl)isonicotinate

Refernces

• 1、 -. "KINASE INHIBITORS AND METHODS OF USE". Paragraph 0257; 0259. . Retrieved 2018/07/06.
• 2、 -. "SUBSTITUTED TRICYCLIC HERTEOCYCLIC COMPOUNDS AND USE THEREOF". Page/Page column 32-33. . Retrieved 2018/01/20.