tert-butyl 4-((3-bromo-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)cyclohexylcarbamate

Base Information

• Chemical Name: tert-butyl 4-((3-bromo-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)cyclohexylcarbamate
• CAS No.: 1350550-40-1
• Molecular Formula: C₁₈H₂₆BrN₅O₂S
• Molecular Weight: 456.407
• Mol file: 1350550-40-1.mol

Synonyms:tert-butyl 4-((3-bromo-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)cyclohexylcarbamate

Chemical Property of tert-butyl 4-((3-bromo-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)cyclohexylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-((3-bromo-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)cyclohexylcarbamate

There total 2 articles about tert-butyl 4-((3-bromo-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)cyclohexylcarbamate 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: 85.0%

3-bromo-6-(methylsulfanyl)-1H-pyrazolo[3,4-d]pyrimidine (1306829-95-7) + tert-butyl 4-(bromomethyl)cyclohexylcarbamate (1350550-50-3) → tert-butyl 4-((3-bromo-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)cyclohexylcarbamate (1350550-40-1)

Guidance literature:

3-bromo-6-(methylsulfanyl)-1H-pyrazolo[3,4-d]pyrimidine; With potassium carbonate; In dimethyl sulfoxide; for 0.333333h;

tert-butyl 4-(bromomethyl)cyclohexylcarbamate; In tetrahydrofuran; dimethyl sulfoxide; at 150 ℃; for 0.166667h; Product distribution / selectivity; microwave irradiation;

Reference yield:

6-(methylsulfanyl)-1H,2H,3H-pyrazolo[3,4-d]pyrimidin-3-one (100047-42-5) → tert-butyl 4-((3-bromo-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)cyclohexylcarbamate (1350550-40-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: phosphorus(V) oxybromide / acetonitrile / 16.5 h / 100 °C / pressure vessel; Sonographic reaction

1.2: 1 h / 0 °C

2.1: potassium carbonate / dimethyl sulfoxide / 0.33 h

2.2: 0.17 h / 150 °C / microwave irradiation

With potassium carbonate; phosphorus(V) oxybromide; In dimethyl sulfoxide; acetonitrile;

Reference yield: 88.0%

tert-butyl 4-((3-bromo-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)cyclohexylcarbamate (1350550-40-1) + phenylboronic acid (98-80-6) → tert-butyl 4-((6-(methylthio)-3-phenyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)cyclohexylcarbamate (1350550-48-9)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 150 ℃; for 0.166667h; microwave irradiation;

upstream raw materials:

6-(methylsulfanyl)-1H,2H,3H-pyrazolo[3,4-d]pyrimidin-3-one

3-bromo-6-(methylsulfanyl)-1H-pyrazolo[3,4-d]pyrimidine

tert-butyl 4-(bromomethyl)cyclohexylcarbamate

Downstream raw materials:

tert-butyl 4-((3-bromo-6-(methylamino)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)cyclohexylcarbamate

tert-butyl 4-((6-(methylthio)-3-phenyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)cyclohexylcarbamate

tert-butyl 4-((6-(methylamino)-3-p-tolyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)cyclohexylcarbamate

1-((4-aminocyclohexyl)methyl)-N-methyl-3-p-tolyl-1H-pyrazolo[3,4-d]pyrimidin-6-amine trifluoroacetate