3-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine hydrochloride synthesis

4synthesis methods

Product Name:3-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine hydrochloride
CAS Number:87628-50-0
Molecular formula:C12H13N3.ClH
Molecular Weight:235.717

661487-18-9 Synthesis

TERT-BUTYL 3-PHENYL-6,7-DIHYDRO-1H-PYRAZOLO[4,3-C]PYRIDINE-5(4H)-CARBOXYLATE

661487-18-9
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3-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine hydrochloride

87628-50-0
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Yield:87628-50-0 91%

Reaction Conditions:

with trifluoroacetic acid in dichloromethane at 0 - 20; for 4 h;

Steps:

4.1.3 Preparation of 3-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine (4)

CF₃COOH (0.65mL, 8.36mmol) was added drop wise to a stirred solution of compound 3 (0.6g, 1.67mmol) in CH₂Cl₂ (10mL) at 0°C, and allowed to stir at room temperature for 4h. The reaction mixture was concentrated under reduced pressure and the crude residue was washed with hexanes and diethyl ether to get compound 4 (0.45g, 91%) as an off-white solid. ESI-MS showed 200 [M+H]⁺. ¹H NMR (300MHz, DMSO-d₆): 7.38-7.10 (m, 5H), 4.22 (s, 2H), 3.45 (t, J=7.2Hz, 2H), 2.61 (t, J=7.8Hz, 2H).

References:

Samala, Ganesh;Devi, Parthiban Brindha;Nallangi, Radhika;Yogeeswari, Perumal;Sriram, Dharmarajan [European Journal of Medicinal Chemistry,2013,vol. 69,p. 356 - 364]

79099-07-3 Synthesis