N-methyl-2-((1-acetyl-3-((1E)-2-(2-pyridinyl)ethenyl)-1H-indazol-6-yl)thio)benzamide

Base Information

Chemical Name:N-methyl-2-((1-acetyl-3-((1E)-2-(2-pyridinyl)ethenyl)-1H-indazol-6-yl)thio)benzamide
CAS No.:1639137-80-6
Molecular Formula:C₂₄H₂₀N₄O₂S
Molecular Weight:428.514
Hs Code.:

Synonyms:N-methyl-2-((1-acetyl-3-((1E)-2-(2-pyridinyl)ethenyl)-1H-indazol-6-yl)thio)benzamide

Suppliers and Price of N-methyl-2-((1-acetyl-3-((1E)-2-(2-pyridinyl)ethenyl)-1H-indazol-6-yl)thio)benzamide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Total 11 raw suppliers

Chemical Property of N-methyl-2-((1-acetyl-3-((1E)-2-(2-pyridinyl)ethenyl)-1H-indazol-6-yl)thio)benzamide

Chemical Property:

Melting Point:214 - 215°C
Density:1.27±0.1 g/cm3(Predicted)

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Uses N-Acetyl Axitinib is an intermediate used in the synthesis of Axitinib. Axitinib is a tyrosine kinase inhibitor that is also used in cancer therapy.

Technology Process of N-methyl-2-((1-acetyl-3-((1E)-2-(2-pyridinyl)ethenyl)-1H-indazol-6-yl)thio)benzamide

There total 6 articles about N-methyl-2-((1-acetyl-3-((1E)-2-(2-pyridinyl)ethenyl)-1H-indazol-6-yl)thio)benzamide 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: 99.0%

: 319460-85-0,885126-40-9
axitinib

: 75-36-5
acetyl chloride

: 1639137-80-6
N-methyl-2-((1-acetyl-3-((1E)-2-(2-pyridinyl)ethenyl)-1H-indazol-6-yl)thio)benzamide

Guidance literature:: In dichloromethane; at 20 ℃; for 16h; Cooling with ice;

Reference yield:

: 261953-36-0
6-Iodo-1H-indazole

: 1639137-80-6
N-methyl-2-((1-acetyl-3-((1E)-2-(2-pyridinyl)ethenyl)-1H-indazol-6-yl)thio)benzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium hydrogencarbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1-methyl-pyrrolidin-2-one / 0.5 h / 25 °C / Inert atmosphere; Large scale

1.2: 3 h / 25 - 50 °C / Inert atmosphere; Large scale

2.1: iodine; potassium hydroxide / 1-methyl-pyrrolidin-2-one; water / 5.5 h / 25 °C / Inert atmosphere; Large scale

3.1: N-ethyl-N,N-diisopropylamine; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1-methyl-pyrrolidin-2-one / 50 °C / Inert atmosphere; Large scale

4.1: 1-methyl-pyrrolidin-2-one / 50 - 90 °C / Inert atmosphere; Large scale

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; iodine; palladium diacetate; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; potassium hydroxide; In 1-methyl-pyrrolidin-2-one; water; 1.1: |Stille Cross-Coupling (Migita-Kosugi-Stille Coupling) / 1.2: |Stille Cross-Coupling (Migita-Kosugi-Stille Coupling) / 4.1: |Heck Reaction;
DOI:10.1021/op400088k

Reference yield:

: 944835-85-2
2-{(1H-indazol-6-yl)thio}-N-methylbenzamide

: 1639137-80-6
N-methyl-2-((1-acetyl-3-((1E)-2-(2-pyridinyl)ethenyl)-1H-indazol-6-yl)thio)benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: iodine; potassium hydroxide / 1-methyl-pyrrolidin-2-one; water / 5.5 h / 25 °C / Inert atmosphere; Large scale

2: N-ethyl-N,N-diisopropylamine; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1-methyl-pyrrolidin-2-one / 50 °C / Inert atmosphere; Large scale

3: 1-methyl-pyrrolidin-2-one / 50 - 90 °C / Inert atmosphere; Large scale

With iodine; palladium diacetate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; potassium hydroxide; In 1-methyl-pyrrolidin-2-one; water; 3: |Heck Reaction;
DOI:10.1021/op400088k