2-(4-Methylpiperazino)-3-pyridinamine

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2-(4-Methylpiperazino)-3-pyridinamine Basic information
Product Name:2-(4-Methylpiperazino)-3-pyridinamine
Synonyms:1-(3-amino-2-pyridyl)-4-methyl-piperazin;AKOS B034160;2-(4-methyl-piperazin-1-yl)-pyridin-3-ylamine;1-(3-amino-2-pyridyl)-4-methylpiperazine;2-(4-METHYL-1-PIPERAZINYL)-3-PYRIDINAMINE;3-Pyridinamine, 2-(4-methyl-1-piperazinyl)-;2-(4-Methylpiperazino)-3-pyridinamine
CAS:5028-17-1
MF:C10H16N4
MW:192.26
EINECS:
Product Categories:
Mol File:5028-17-1.mol
2-(4-Methylpiperazino)-3-pyridinamine Structure
2-(4-Methylpiperazino)-3-pyridinamine Chemical Properties
Melting point 112-114°C
Boiling point 361.6±42.0 °C(Predicted)
density 1.142±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka9.35±0.29(Predicted)
AppearanceOff-white to pink Solid
Safety Information
HazardClass IRRITANT
HS Code 2933599590
MSDS Information
2-(4-Methylpiperazino)-3-pyridinamine Usage And Synthesis
Synthesis
1-METHYL-4-(3-NITRO-2-PYRIDINYL)PIPERAZINE

5028-15-9

2-(4-METHYLPIPERAZINO)-3-PYRIDINAMINE

5028-17-1

General procedure for the synthesis of 2-(4-methylpiperazinyl)-3-aminopyridine from 1-methyl-4-(3-nitro-2-pyridinyl)piperazine: preparation of 2-(4-methylpiperazin-1-yl)-3-nitropyridine (PP26, 0.50 g, 2.25 mmol), ammonium formate (1.00 g, 15.85 mmol) and 10% Pd/C (0.050 g) ) solution in methanol (20 mL). The reaction mixture was stirred at room temperature for 1 h. The filtrate was subsequently filtered through diatomaceous earth (Celite) and concentrated. The residue was dissolved in ethyl acetate, washed sequentially with aqueous potassium carbonate and brine, dried over anhydrous magnesium sulfate and concentrated to give 0.35 g (81% yield) of 2-(4-methylpiperazinyl)-3-aminopyridine (PP24) as a violet oil, which was used directly in the next reaction without further purification. The product was confirmed by NMR hydrogen spectroscopy (CDCl3): δ 7.77 (dd, J = 4.6, 1.7 Hz, 1H), 6.90 (dd, J = 7.5, 1.7 Hz, 1H), 6.79 (dd, J = 7.9, 5.0 Hz, 1H), 3.71 (br s, 2H), 3.15 (br s, 4H), 2.57 (br s, 4H) , 2.34 (s, 3H).

References[1] Patent: WO2006/48727, 2006, A1. Location in patent: Page/Page column 72-73
[2] Patent: WO2013/40215, 2013, A1. Location in patent: Paragraph 00304
[3] Patent: WO2018/75858, 2018, A1. Location in patent: Paragraph 0335; 0337
2-(4-Methylpiperazino)-3-pyridinamine Preparation Products And Raw materials
Raw materials1-Methyl-4-(3-nitro-2-pyridinyl)piperazine-->Ammonium formate-->Methanol
Tag:2-(4-Methylpiperazino)-3-pyridinamine(5028-17-1) Related Product Information
DELAVIRDINE 1-Benzyl-4-(3-nitropyridin-2-yl)piperazine atevirdine 2-(4-Methylpiperazino)-3-pyridinamine DELAVIRDINE, MESYLATE 2-[4-(3-Nitro-2-pyridyl)piperazino]ethan-1-ol Methyl 3-nitro-4-[4-(3-nitro-2-pyridinyl)piperazino]benzenecarboxylate 1-[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]-4-(3-nitro-2-pyridinyl)piperazine 2-(4-[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]piperazino)-3-pyridinaminium chloride Ethyl 4-(3-nitro-2-pyridinyl)tetrahydro-1(2H)-pyrazinecarboxylate 1-(3-nitro-2-pyridinyl)-4-phenylpiperazine AKOS B034172 1-[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]-4-[3-(1H-pyrrol-1-yl)-2-pyridinyl]piperazine N-(2-(4-[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]piperazino)-3-pyridinyl)-4-methylbenzenecarboxamide N-(2-(4-[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]piperazino)-3-pyridinyl)(trifluoro)methanesulfonamide 1,4-Bis(3-nitro-2-pyridinyl)piperazine N-(2-(4-[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]piperazino)-3-pyridinyl)-2-thiophenecarboxamide N-(2-(4-[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]piperazino)-3-pyridinyl)-4-fluorobenzenecarboxamide