1-(Phenylmethyl)-1H-pyrazol-4-amine

General procedure: Example Al: 3-((4-amino-lH-pyrazol-l-yl)methyl)benzonitrile To a solution of 4-nitro-lH-pyrazole (4.00 g, 35.4 mmol) in N, N-dimethylformamide (200 mL) was added K2CO3 (5.867 g, 42.45 mmol), then m-cyanobenzyl bromide (6.935 g, 35.37 mmol). The mixture was stirred overnight at rt then the mixture was diluted with 300 mL EtOAc and washed with 2 x 200 mL 1 : 1 H20:brine. The organic extracts were dried (Na2S04) and concentrated in vacuo. Purification by CombiFlash (120 g column; dry load; 0: 100 EtO Ac/heptane over 32 minutes) provided 7.60 g (95%) of the title compound as a white solid. To a solution of 3-((4-nitro-lH-pyrazol-l-yl)methyl)benzonitrile (1.38 g, 6.06 mmol) in ethanol (40 mL) was added ammonium chloride (1.62 g, 30.3 mmol) as a saturated solution in water then iron (1.69 g, 30.3 mmol). The mixture was heated to 80 C for 60 minurtes, then cooled to rt. The mixture was diluted with 150 mL EtOAc and washed with 100 mL sat. NaHC03(aq) and 100 mL brine. The organic extracts were dried (Na2S04) and concentrated in vacuo. The unpurified residue (1.20 g; quant.) was used directly without further purificationPreparation of N-(1-benzyl-1H-pyrazol-4-yl)-5-(tert-butyl)isoxazole-3-carboxamide 118) To a solution of Example 10. Preparation of N-(1-benzyl-1H-pyrazol-4-yl)-5-isopropylisoxazole-3-carboxamide (117) To a solution of Example 9. Preparation of N-(1-benzyl-1H-pyrazol-4-yl)-5-(thiazol-2-yl)isoxazole-3-carboxamide (110) To a solution of Example 7. Preparation of N-(1-benzyl-1H-pyrazol-4-yl)-5-(furan-2-yl)isoxazole-3-carboxamide (4) The mixture of 5-(furan-2-yl)isoxazole-3-carboxylic acid (0.090 g, 0.502 mmol), N, N, N', N'-tetramethyl-O-(1H-benzotriazol-1-yl)uronium hexafluorophosphate (0.191 g, 0.502 mmol) and diisopropylethylamine (0.176 mL, 1.00 mmol) in N, N-dimethylformamide (1 mL) at 0 C. was added Step 1: Preparation of 5-(1, 3-benzodioxol-5-yl)-N-(1-benzylpyrazol-4-yl)isoxazole-3-carboxamide To a stirred solution of Step 3: Preparation of N-(1-benzylpyrazol-4-yl)-5-phenyl-isoxazole-3-carboxamide To a stirred solution of Step 3: Preparation of N-(1-benzylpyrazol-4-yl)-3-(2-furyl)isoxazole-5-carboxamide To a stirred solution of

Molecular Weight:173.21
XLogP3:1.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:173.095297364
Monoisotopic Mass:173.095297364
Topological Polar Surface Area:43.8
Heavy Atom Count:13
Complexity:154
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes