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ChemicalBook CAS DataBase List 4,5,6,7-tetrahydro-1-methyl-1H-Pyrazolo[3,4-c]pyridine

4,5,6,7-tetrahydro-1-methyl-1H-Pyrazolo[3,4-c]pyridine synthesis

4synthesis methods
1395492-96-2 Synthesis
tert-Butyl 1-Methyl-4,5-dihydro-1H-pyrazolo[3,4-c]pyridine-6(7H)-carboxylate

1395492-96-2
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4,5,6,7-tetrahydro-1-methyl-1H-Pyrazolo[3,4-c]pyridine

1228994-66-8
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Yield: 28%

Reaction Conditions:

with hydrogenchloride in ethyl acetate at 25; for 16 h;

Steps:

4 Step 4: l-methyl-4,5,6,7-tetrahydro-lH-pyrazolo[3,4-c]pyridine
To a stirred mixture of tert-butyl l-methyl-4,5-dihydro-lH-pyrazolo[3,4- c]pyridine-6(7H)-carboxylate (744 mg, 3.14 mmol) in EA (2 mL) was added HC1/EA(3 N, 4 mL). The mixture was stirred at 25°C for 16 hours. The reaction mixture was then concentrated and the residue purified by Prep-HPLC and SFC to afford the target compound as colorless oil which was used without further purification in the next step. (120 mg; yield 28%). LCMS (m/z): 138.10 (M+l).

References:

EPIZYME, INC.;DUNCAN, Kenneth, W.;CHESWORTH, Richard;MUNCHHOF, Michael, John;JIN, Lei WO2014/100695, 2014, A1 Location in patent:Paragraph 00415