Hydrazine hydrate (1:1) → 1,1-Dimethylethyl 1,4,5,7-tetrahydro-6H-pyrazolo(3,4-c)pyridine-6-carboxylate

Temperatur

80 °C

To a stirred mixture of tert-butyl 4-((dimethylamino)methylene)-3-oxopiperidine-1-carboxylate (1.0 g, 4 mmol) in EtOH (10 mL) was added hydrazine hydrate (376 mg, 10 mmol). The mixture was stirred at 80° C. for 16 hours until the reaction was shown to be complete by LCMS. The mixture was then concentrated and the residue was extracted with EA (3×30 mL) from water (30 mL). The combined organic extracts were washed with brine (20 mL), dried over anhydrous Na2SO4 and concentrated. The residue was directly for the next step (810 mg, 90% yield). LCMS: 224.1 (M+1), 114.1 (M+1−100), 168.1 (M+1−56).

1. concentrationThe mixture was then concentrated
2. extractionthe residue was extracted with EA (3×30 mL) from water (30 mL)
3. washThe combined organic extracts were washed with brine (20 mL)
4. dry with materialdried over anhydrous Na2SO4
5. concentrationconcentrated

ORD-Eintrag

ord-1086b21b61cd448d97662e8ddeddd0a9

Quelldatensatz

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08906900B2