ChemicalBook CAS DataBase List Macitentan impurity A

Macitentan impurity A synthesis

5synthesis methods

Product Name:Macitentan impurity A
CAS Number:441798-25-0
Molecular formula:C17H16Br2N6O4S
Molecular Weight:560.22

1878-68-8 Synthesis

1878-68-8
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Yield:-

Steps:

Multi-step reaction with 7 steps
1.1: thionyl chloride / 3 h / 0 - 20 °C
2.1: sodium hydride / tetrahydrofuran; mineral oil / 5 h / 40 - 45 °C
2.2: 24 h / 20 - 32 °C
3.1: sodium / methanol / 18 h / 0 - 20 °C
3.2: 4 h / 20 °C
4.1: trichlorophosphate / N,N-dimethyl-aniline / 2 h / 130 °C
5.1: dimethyl sulfoxide / 48 h / 20 °C
6.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.17 h / 40 °C
6.2: 70 h / 100 °C
7.1: sodium hydride / tetrahydrofuran; mineral oil / 0.25 h
7.2: 2 h / 60 °C

References:

Bolli, Martin H.;Boss, Christoph;Binkert, Christoph;Buchmann, Stephan;Bur, Daniel;Hess, Patrick;Iglarz, Marc;Meyer, Solange;Rein, Josiane;Rey, Markus;Treiber, Alexander;Clozel, Martine;Fischli, Walter;Weller, Thomas [Journal of Medicinal Chemistry,2012,vol. 55,# 17,p. 7849 - 7861]

41841-16-1 Synthesis