4-Hydrazino-2-(methylsulfanyl)pyrimidine synthesis
- Product Name:4-Hydrazino-2-(methylsulfanyl)pyrimidine
- CAS Number:104408-29-9
- Molecular formula:C5H8N4S
- Molecular Weight:156.21
49844-90-8
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Yield:104408-29-9 57.6%
Reaction Conditions:
with potassium carbonate;hydrazine in ethanol; for 3 h;Reflux;
Steps:
1
Trans-4-{4-[4-(4-Methanesulfonyl-piperidin-1-yl)-indazol-1-yl]-pyrimidin-2-ylamino}-cyclohexanol; Step 1: Preparation of N-(2-methylsulfanyl-pyrimidin-4-yl)-hydrazine; In a 250 mL round bottom flask, 4-chloro-2-methylsulfanyl-pyrimidine (5 g, 31.1 mmol), hydrazine (4.5 g, 140 mmol) and potassium carbonate (6.45 g, 46.7 mmol) were combined with ethanol (50 mL). The mixture was refluxed for 3 hrs and filtered. The filtered solid was rinsed with ethanol (30 mL). The combined ethanol solution was evaporated to give a crude oily mixture which was purified by ISCO flash column chromatography (30% to 100% ethyl acetate in hexanes) to give N-(2-methylsulfanyl-pyrimidin-4-yl)-hydrazine as a white solid (2.8 g, 57.6% yield).
References:
US2011/34470,2011,A1 Location in patent:Page/Page column 40