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1394034-45-7

1H-Pyrazole, 4-iodo-1-methyl-5-(4-methylphenyl)- synthesis

2synthesis methods
1H-Pyrazole, 1-methyl-5-(4-methylphenyl)-

73387-56-1
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1H-Pyrazole, 4-iodo-1-methyl-5-(4-methylphenyl)-

1394034-45-7
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Yield:1394034-45-7 73%

Reaction Conditions:

with N-iodo-succinimide in acetonitrile at 85; for 1 h;

Steps:

1.1.B

B. Preparation of 4-iodo-1-methyl-5-(4-methylphenyl)-1H-pyrazole N-Iodosuccinimide (95%, 756 mg, 3.19 mmol) was added to a solution of 1-methyl-5-(4-methylphenyl)-1H-pyrazole (500 mg, 2.90 mmol) in acetonitrile (15 mL), and the reaction was allowed to stir for 1 hour at 85° C. Removal of solvent in vacuo provided a residue, which was chromatographed on silica gel (Gradient: 20% to 50% ethyl acetate in heptane) to provide the product as a brown oil. Yield: 630 mg, 2.11 mmol, 73%. LCMS m/z 299.2 (M+1). 1H NMR (400 MHz, CDCl3) δ 2.44 (br s, 3H), 3.83 (s, 3H), 7.26-7.33 (m, 4H), 7.57 (s, 1H).

References:

US2012/214791,2012,A1 Location in patent:Page/Page column 19