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ChemicalBook CAS DataBase List LDN-193189
1062368-24-4

LDN-193189 synthesis

8synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 8 steps
1.1: methanol; sodium tetrahydroborate / 1.33 h / 0 - 20 °C
2.1: thionyl chloride / dichloromethane / 2.33 h / 0 - 20 °C
2.2: pH > 7 / Saturated solution
3.1: N,N-dimethyl-formamide / 20 - 80 °C
4.1: 6 h / 120 °C
5.1: hydrazine monohydrobromide / ethanol; water / 5 h / 110 °C
5.2: Saturated solution
6.1: acetic acid / ethanol / 0.08 h / 170 °C / Microwave irradiation
7.1: potassium tert-butylate / tris-(dibenzylideneacetone)dipalladium(0); johnphos / 1,1-dichloroethane / 20 h / 100 °C / Inert atmosphere
8.1: hydrogen / 5%-palladium/activated carbon / methanol; dichloromethane / 4 h / 20 °C / 760.05 Torr

References:

THE GENERAL HOSPITAL CORPORATION;THE BRIGHAM AND WOMEN'S HOSPITAL, INC. WO2009/114180, 2009, A1

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