4-Aminomethyl-1-methylpyrazole

General procedure: A solutionof oxime 1a—k (23 mmol) in isopropyl alcohol (100 mL) was loaded into the autoclave with the fl uoroplastic bush, concentratedHCl (10.5 mL) was added, and a block of the regeneratedcatalyst was fi xed. Hydrogenation was conducted for 3—5 h at20 C and a hydrogen pressure of 10 atm, which was maintainedat this level during the reaction. The reaction course was monitoredby TLC. After the initial oxime disappeared completely, the reaction solution was poured out of the autoclave, the catalystblock was washed with methanol (3×30 mL), and the combinedsolutions were fi ltered from mechanical impurities. The solventwas evaporated, and analytically pure aromatic benzylamines3a—k were obtained.When hydrogenation was conducted in methanol (100 mL), solvent removal was followed by drying residue using azeotropicdistillation with isopropyl alcohol (250 mL). For the hydrogenationof compound 1k, the reaction mixture was additionallypurifi ed by refl ux with active carbon for 1 h. The blockcatalyst was regenerated directly in the reactor at 400 C ina hydrogen fl ow and further used in the next hydrogenationprocedure.The solution of 1-methyl-1H-pyrazole-4-carboxamide (0.61 g, 3.4 mmol) in THF (10 mL) was added LAH (0.40 g, 10.2 mmol) and the mixture was stirred at 70 °C for 2 hrs. H20 (0.5 mL), 15percent NaOH (0.5 mL) and H20 (1.5 mL) were then added dropwise at 0 °C. The mixture was stirred at room temperature for another 20 mm, dried over MgSO4 and filtered. The filtrate was concentrated under reduced pressure to give the C-(1-methyl-1H-pyrazol-4-yl)-methylamine (0.58 g, yield: quantitative) as colorless oil.

Molecular Weight:111.15
XLogP3:-0.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:111.079647300
Monoisotopic Mass:111.079647300
Topological Polar Surface Area:43.8
Heavy Atom Count:8
Complexity:74.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes