Macitentan (n-butyl analogue)

Base Information

• Chemical Name: Macitentan (n-butyl analogue)
• CAS No.: 556797-16-1
• Molecular Formula: C₂₀H₂₁Br₂N₅O₄S
• Molecular Weight: 587.292
• Mol file: 556797-16-1.mol

Synonyms:

Chemical Property of Macitentan (n-butyl analogue)

Chemical Property:

• Boiling Point: 687.3±65.0 °C(Predicted)
• PKA: 3.47±0.10(Predicted)
• Density: 1.636±0.06 g/cm3(Predicted)

Purity/Quality:

≥98% ^*data from raw suppliers

Macitentann-butylanalogue 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Macitentan (n-butyl analogue)

There total 7 articles about Macitentan (n-butyl analogue) 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:

C16H20BrN3O4S + 5-Bromo-2-chloropyrimidine (32779-36-5) → C20H21Br2N5O4S (556797-16-1)

Guidance literature:

C₁₆H₂₀BrN₃O₄S; With sodium hydride; In tetrahydrofuran; mineral oil; for 0.25h;

5-Bromo-2-chloropyrimidine; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil; at 60 ℃; for 2h;

DOI:10.1021/jm3009103

Reference yield:

2-(4-bromophenyl)-malonic acid dimethyl ester (149506-35-4) → C20H21Br2N5O4S (556797-16-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium / methanol / 18 h / 0 - 20 °C

1.2: 4 h / 20 °C

2.1: trichlorophosphate / N,N-dimethyl-aniline / 2 h / 130 °C

3.1: dimethyl sulfoxide / 24 h / 20 °C

4.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.17 h / 40 °C

4.2: 70 h / 100 °C

5.1: sodium hydride / tetrahydrofuran; mineral oil / 0.25 h

5.2: 2 h / 60 °C

With potassium tert-butylate; sodium; sodium hydride; trichlorophosphate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dimethyl sulfoxide; N,N-dimethyl-aniline; mineral oil;

DOI:10.1021/jm3009103

Reference yield:

5-(4-bromophenyl)-4,6-dihydroxypyrimidine (706811-25-8) → C20H21Br2N5O4S (556797-16-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: trichlorophosphate / N,N-dimethyl-aniline / 2 h / 130 °C

2.1: dimethyl sulfoxide / 24 h / 20 °C

3.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.17 h / 40 °C

3.2: 70 h / 100 °C

4.1: sodium hydride / tetrahydrofuran; mineral oil / 0.25 h

4.2: 2 h / 60 °C

With potassium tert-butylate; sodium hydride; trichlorophosphate; In tetrahydrofuran; 1,2-dimethoxyethane; dimethyl sulfoxide; N,N-dimethyl-aniline; mineral oil;

DOI:10.1021/jm3009103

upstream raw materials:

2-(4-bromophenyl)-acetic acid

(4-bromo-phenyl)-acetic acid methyl ester

2-(4-bromophenyl)-malonic acid dimethyl ester

5-(4-bromophenyl)-4,6-dihydroxypyrimidine

Refernces