4-methyl-2-(1-methyl-1H-pyrazol-4-yl)-8-(4-(4-methylpiperazin-1-yl)phenyl)-5H-pyrido[3',2':4,5]pyrrolo[3,2-d]pyrimidine

Base Information

• Chemical Name: 4-methyl-2-(1-methyl-1H-pyrazol-4-yl)-8-(4-(4-methylpiperazin-1-yl)phenyl)-5H-pyrido[3',2':4,5]pyrrolo[3,2-d]pyrimidine
• CAS No.: 1199590-75-4
• Molecular Formula: C₂₅H₂₆N₈
• Molecular Weight: 438.535
• Hs Code.: 2934999090
• Mol file: 1199590-75-4.mol

Synonyms:

Chemical Property of 4-methyl-2-(1-methyl-1H-pyrazol-4-yl)-8-(4-(4-methylpiperazin-1-yl)phenyl)-5H-pyrido[3',2':4,5]pyrrolo[3,2-d]pyrimidine

Chemical Property:

• Density: 1.38±0.1 g/cm3(Predicted)

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methyl-2-(1-methyl-1H-pyrazol-4-yl)-8-(4-(4-methylpiperazin-1-yl)phenyl)-5H-pyrido[3',2':4,5]pyrrolo[3,2-d]pyrimidine

There total 8 articles about 4-methyl-2-(1-methyl-1H-pyrazol-4-yl)-8-(4-(4-methylpiperazin-1-yl)phenyl)-5H-pyrido[3',2':4,5]pyrrolo[3,2-d]pyrimidine 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: 43.0%

4-chloro-2-(1-methyl-1H-pyrazol-4-yl)-8-(4-(4-methylpiperazin-1-yl)phenyl)-5H-pyrido[3',2':4,5]pyrrolo[3,2-d]pyrimidine + tetramethylstannane (594-27-4) → 4-methyl-2-(1-methyl-1H-pyrazol-4-yl)-8-(4-(4-methylpiperazin-1-yl)phenyl)-5H-pyrido[3',2':4,5]pyrrolo[3,2-d]pyrimidine (1199590-75-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; lithium chloride; In N,N-dimethyl-formamide; at 140 ℃; for 0.333333h; Microwave irradiation;

Reference yield:

2-(3-cyanopyridin-2-ylamino)acetamide (1016685-32-7) → 4-methyl-2-(1-methyl-1H-pyrazol-4-yl)-8-(4-(4-methylpiperazin-1-yl)phenyl)-5H-pyrido[3',2':4,5]pyrrolo[3,2-d]pyrimidine (1199590-75-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 16 h / 20 °C

2.1: sodium hydrogencarbonate / ethanol / 66 h / Reflux

3.1: pyridine / 18 h / 80 °C

4.1: potassium hydroxide / ethanol; water / 1 h / 170 °C / Microwave irradiation

5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide; water; 1,4-dioxane / 1 h / 100 °C / Microwave irradiation

6.1: trichlorophosphate / neat (no solvent) / 12 h / Inert atmosphere; Reflux

6.2: pH 7 - 9

7.1: lithium chloride; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 0.33 h / 140 °C / Microwave irradiation

With pyridine; bis-triphenylphosphine-palladium(II) chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-Bromosuccinimide; potassium acetate; sodium hydrogencarbonate; lithium chloride; potassium hydroxide; trichlorophosphate; In 1,4-dioxane; ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1038/nature14323

Reference yield:

5-bromo-3-[(1-methyl-1H-pyrazole-4-carbonyl)-amino]-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid amide → 4-methyl-2-(1-methyl-1H-pyrazol-4-yl)-8-(4-(4-methylpiperazin-1-yl)phenyl)-5H-pyrido[3',2':4,5]pyrrolo[3,2-d]pyrimidine (1199590-75-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium hydroxide / ethanol; water / 1 h / 170 °C / Microwave irradiation

2.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide; water; 1,4-dioxane / 1 h / 100 °C / Microwave irradiation

3.1: trichlorophosphate / neat (no solvent) / 12 h / Inert atmosphere; Reflux

3.2: pH 7 - 9

4.1: lithium chloride; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 0.33 h / 140 °C / Microwave irradiation

With bis-triphenylphosphine-palladium(II) chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; lithium chloride; potassium hydroxide; trichlorophosphate; In 1,4-dioxane; ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1038/nature14323

upstream raw materials:

tetramethylstannane

2-chloro-3-pyridinecarbonitrile

2-(3-cyanopyridin-2-ylamino)acetamide