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ChemicalBook CAS DataBase List HDH-PHARMA 26173
871836-51-0

HDH-PHARMA 26173 synthesis

6synthesis methods
-

Yield:871836-51-0 56%

Reaction Conditions:

with hydrazine hydrate in 1,2-dimethoxyethane at 20 - 75;

Steps:


Intermediate 24-Chlora-1 H-pyrazolo[4, 3-c]pyridineTo a solution of Intermediate 1 (1.7 g, 9.7 mmol) in dimethoxyethane (12 ml) at room temperature was added hydrazine monohydrate (1.2 ml, 38.6 mmol) and the resulting mixture was stirred at 75 °C overnight. The mixture was then concentrated to dryness and the crude residue was purified by flash chromatography, eluting with 20 to 100% ethyl acetate/petroleum ether gradient to give a white solid (0.82 g, 56%). 1H NMR (400 MHz, DMSO-d6) δ ppm 7.60 (d, J=6.9 Hz, 1 H), 8.14 (d, J=6.0 Hz, 1 H), 8.32 (s, 1 H); m/z (ES+APCI)+: 154 [M + H]+.

References:

MEDICAL RESEARCH COUNCIL TECHNOLOGY;GENENTECH INC.;CHAN, Bryan;CHEN, Huifen;ESTRADA, Anthony;SHORE, Daniel;SWEENEY, Zachary;McIVER, Edward WO2012/38743, 2012, A1 Location in patent:Page/Page column 82

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