![](/CAS/GIF/69843-13-6.gif)
1-METHYL-1H-PYRAZOL-4-YLAMINE synthesis
- Product Name:1-METHYL-1H-PYRAZOL-4-YLAMINE
- CAS Number:69843-13-6
- Molecular formula:C4H7N3
- Molecular Weight:97.12
![1-METHYL-4-NITROPYRAZOLE](/CAS/GIF/3994-50-1.gif)
3994-50-1
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$7.00/1g
![1-METHYL-1H-PYRAZOL-4-YLAMINE](/CAS/GIF/69843-13-6.gif)
69843-13-6
173 suppliers
$8.00/1g
Yield:69843-13-6 99%
Reaction Conditions:
with hydrogen in methanol at 70; under 45004.5 Torr;
Steps:
317
Example 317 3-amino-6-bromo-N-(1-methyl-1H-pyrazol-4-yl)picolinamide 317 1-Methyl-4-nitro-1H-pyrazole (1.62 g, 12.7 mmol) was dissolved in methanol (250 mL) and hydrogenated on H-Cube at 60 bar hydrogen pressure and 70° C. to give 1-methyl-1H-pyrazol-4-amine (1.23 g, 99%). To a 100 mL round bottom flask containing 1-methyl-1H-pyrazol-4-amine (700 mg, 7.0 mmol), 3-amino-6-bromopicolinic acid (1.86 g, 8.5 mmol) and PyBop (4.12 g, 8.0 mmol) was added methylene chloride (30 mL) and diisopropylethylamine (3.8 mL, 21.6 mmol). The reaction mixture was stirred for 24 hr at room temperature and the reaction was monitored by LCMS. Upon completion of the reaction, the solvent was distilled off and the crude material was purified via flash chromatography, heptane/ethyl acetate 0% to 100% to afford a yellow solid. A fraction of it was purified via reverse phase HPLC to afford 317. 1H NMR (400 MHz, DMSO) δ 10.25 (s, 1H), 8.03 (s, 1H), 7.70 (s, 1H), 7.43 (d, J=8.7 Hz, 1H), 7.19 (d, J=8.7 Hz, 1H), 7.02 (br, 2H), 3.81 (s, 3H). MS (ESI) m/z: 296.0/298.0 [M+H+].
References:
Wang, Xiaojing US2011/251176, 2011, A1 Location in patent:Page/Page column 160-161
![4-Bromo-1-methylpyrazole](/CAS/GIF/15803-02-8.gif)
15803-02-8
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$5.00/1g
![1-METHYL-1H-PYRAZOL-4-YLAMINE](/CAS/GIF/69843-13-6.gif)
69843-13-6
173 suppliers
$8.00/1g
![1H-Pyrazole,1-methyl-3-nitro-(9CI)](/CAS/GIF/54210-32-1.gif)
54210-32-1
69 suppliers
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![1-METHYL-1H-PYRAZOL-4-YLAMINE](/CAS/GIF/69843-13-6.gif)
69843-13-6
173 suppliers
$8.00/1g