tert-butyl 4-(5-methyl-7-(4-methanesulfonylphenyl)-5H-pyrrolo[3,2-d]pyrimidin-4-yloxy)piperidin-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-(5-methyl-7-(4-methanesulfonylphenyl)-5H-pyrrolo[3,2-d]pyrimidin-4-yloxy)piperidin-1-carboxylate
• CAS No.: 1384950-68-8
• Molecular Formula: C₂₄H₃₀N₄O₅S
• Molecular Weight: 486.592
• Mol file: 1384950-68-8.mol

Synonyms:tert-butyl 4-(5-methyl-7-(4-methanesulfonylphenyl)-5H-pyrrolo[3,2-d]pyrimidin-4-yloxy)piperidin-1-carboxylate

Chemical Property of tert-butyl 4-(5-methyl-7-(4-methanesulfonylphenyl)-5H-pyrrolo[3,2-d]pyrimidin-4-yloxy)piperidin-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-(5-methyl-7-(4-methanesulfonylphenyl)-5H-pyrrolo[3,2-d]pyrimidin-4-yloxy)piperidin-1-carboxylate

There total 4 articles about tert-butyl 4-(5-methyl-7-(4-methanesulfonylphenyl)-5H-pyrrolo[3,2-d]pyrimidin-4-yloxy)piperidin-1-carboxylate 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:

tert-butyl 4-(7-bromo-5-methyl-5H-pyrrolo[3,2-d]pyrimidin-4-yloxy)piperidine-1-carboxylate (1384951-78-3) + 4-methanesulphonylphenylboronic acid (149104-88-1) → tert-butyl 4-(5-methyl-7-(4-methanesulfonylphenyl)-5H-pyrrolo[3,2-d]pyrimidin-4-yloxy)piperidin-1-carboxylate (1384950-68-8)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 100 ℃; for 12h; Sealed reactor;

Reference yield:

9-deazahypoxanthine (5655-01-6) → tert-butyl 4-(5-methyl-7-(4-methanesulfonylphenyl)-5H-pyrrolo[3,2-d]pyrimidin-4-yloxy)piperidin-1-carboxylate (1384950-68-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: trichlorophosphate / Reflux

2.1: N-Bromosuccinimide / tetrahydrofuran / 1 h

3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h

3.2: 2 h / 50 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 100 °C / Sealed reactor

5.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 12 h / 100 °C / Sealed reactor

With N-Bromosuccinimide; sodium hydride; potassium carbonate; trichlorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;

Reference yield:

4-chloro-7-bromo-5H-pyrrolo[3,2-d]pyrimidine (1032650-41-1) → tert-butyl 4-(5-methyl-7-(4-methanesulfonylphenyl)-5H-pyrrolo[3,2-d]pyrimidin-4-yloxy)piperidin-1-carboxylate (1384950-68-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h

1.2: 2 h / 50 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 100 °C / Sealed reactor

3.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 12 h / 100 °C / Sealed reactor

With sodium hydride; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; N,N-dimethyl-formamide;

upstream raw materials:

tert-butyl 4-(7-bromo-5-methyl-5H-pyrrolo[3,2-d]pyrimidin-4-yloxy)piperidine-1-carboxylate

4-methanesulphonylphenylboronic acid

9-deazahypoxanthine

4-chloro-7-bromo-5H-pyrrolo[3,2-d]pyrimidine

Downstream raw materials:

5-methyl-7-(4-methanesulfonylphenyl)-4-(piperidin-4-yloxy)-5H-pyrrolo[3,2-d]pyrimidine