Tetrahydro-2H-pyran-4-amine hydrochloride
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Tetrahydro-2H-pyran-4-amine hydrochloride
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CAS No:
33024-60-1
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Formula:
C5H11NO.ClH
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Chemical Name:
Tetrahydro-2H-pyran-4-amine hydrochloride
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Synonyms:
2H-Pyran-4-amine,tetrahydro-,hydrochloride (1:1);2H-Pyran-4-amine,tetrahydro-,hydrochloride;4-Aminotetrahydro-4H-pyran hydrochloride;Perhydro-2H-pyran-4-ylamine hydrochloride;4-Aminotetrahydro-4H-pyran monohydrochloride;Tetrahydro-2H-pyran-4-ylamine monohydrochloride;Tetrahydro-2H-pyran-4-amine hydrochloride;4-Aminotetrahydropyran hydrochloride;4-Aminotetrahydro-2H-pyran hydrochloride;(Tetrahydro-2H-pyran-4-yl)amine hydrochloride;Oxan-4-amine hydrochloride;Tetrahydropyran-4-amine hydrochloride
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CAS No:
Safety Information
IRRITANT
36/37/38-22
26-36/37/39
Xi,Xn
Harmful/Irritant/Keep Cold
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
Tetrahydro-2H-pyran-4-amine hydrochloride Use and Manufacturing
Step 2. Potassium carbonate (42 g) was added to a mixture of Tetrahydro-2H-pyran-4-amine hydrochloride (21mg, 0.15mmol), 76 EDC hydrochloride (22mg, 0.11mmol), 77 HOBt (15mg, 0.11mmol) and 78 DIPEA (35muL, 0.20mmol) were added to a solution of 73 4 (40mg, 0.10mmol) in 79 DMF (1.0mL) at room temperature. The mixture was stirred at room temperature for 15h, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (CHCl3/MeOH) to give the desired 80 compound (21mg, yield 43percent). 1H NMR (DMSO-d6) delta 1.52'1.65 (2H, m), 1.72'1.79 (2H, m), 2.17 (3H, s), 2.88 (2H, t, J=5.7Hz), 3.35'3.43 (2H, m), 3.48 (2H, t, J=5.7Hz), 3.83 (3H, s), 3.85'3.92 (2H, m), 3.96'4.07 (1H, m), 4.14 (2H, s), 7.42 (1H, t, J=7.8Hz), 7.50'7.58 (2H, m), 7.85'7.89 (1H, m), 7.93'7.98 (1H, m), 8.01'8.05 (1H, m), 8.29 (1H, d, J=7.8Hz), 8.43 (1H, s), 8.61 (1H, s); ESI-MS m/z 475.3 [(M+H)+]; HRMS(ESI) m/z calcd for C26H31N6O3 [(M+H)+]: 475.2452, found: 475.2451.To a solution of 6-bromo-4-(isopropylamino)nicotinic acid (50 mg, 0.19 mmol) in CH2Cl2 (2 mL) was added HATU (95 mg, 0.25 mmol), tetrahydropyran-4-amine hydrochloride (32 mg, 0.23 mmol), and DIPEA (0.10 mL, 0.57 mmol). The resulting solution was stirred at room temperature for 1 hour and diluted with CH2Cl2. The organic solution was washed with saturated aqueous ammonium chloride (2 times), then dried over Na2SO4, and the concentrated to provide 6-bromo-4-(isopropylamino)-N-(tetrahydro-2H-pyran-4-yl)nicotinamide. ES/MS: 344.139 (M+H+).
Computed Properties
Molecular Weight:137.61
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:137.0607417
Monoisotopic Mass:137.0607417
Topological Polar Surface Area:36.9
Heavy Atom Count:8
Complexity:50
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
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Tetrahydro-2H-pyran-4-amine hydrochloride
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