6-BROMO-2-METHYL-2H-INDAZOLE synthesis
- Product Name:6-BROMO-2-METHYL-2H-INDAZOLE
- CAS Number:590417-95-1
- Molecular formula:C8H7BrN2
- Molecular Weight:211.06
74-88-4
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$15.00/10g
590417-94-0
171 suppliers
$8.00/250mg
590417-95-1
128 suppliers
$9.00/250mg
Yield:590417-94-0 51% ，590417-95-1 43%
Reaction Conditions:
Stage #1: 6-bromo-1H-indazolewith sodium hydride in tetrahydrofuran at 0; for 0.5 h;
Stage #2: methyl iodide at 20;
Steps:
402.A
Example 402 Part A: To 6-bromoindazole (402A) (5.0 g, 25.4 mmol) in THF (50 mL) was added sodium hydride (95%, 672 mg, 26.6 mmol) with ice bath cooling. The mixture was stirred for 30 minutes. Methyl iodide (6.36 mL, 102 mmol) was added at room temperature. The reaction mixture was quenched with ammonium chloride solution and the layers were separated. The aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with brine, dried over sodium sulfate and concentrated. Purification by column chromatography (SiO2, ethyl acetate/hexane gradient) afforded 1-methyl-6-bromoindazole (402B) (2.71 g, 51%) as a yellow oil and 2-methyl-6- bromoindazole (402C) (2.28 g, 43%) as a yellow crystalline solid. 402B: HPLC-MS tR = 1.69 min (UV254 nm); mass calculated for formulaC8H7BrN2209.98, observed LCMS m/z 211.0 (M+H).402C: HPLC-MS tR = 1.54 min (UV254 nm); mass calculated for formulaC8H7BrN2209.98, observed LCMS m/z 211.0 (M+H).
References:
WO2007/84451,2007,A1 Location in patent:Page/Page column 142
79762-54-2
379 suppliers
$3.00/1g
74-88-4
352 suppliers
$15.00/10g
590417-95-1
128 suppliers
$9.00/250mg
79762-54-2
379 suppliers
$3.00/1g
74-88-4
352 suppliers
$15.00/10g
590417-94-0
171 suppliers
$8.00/250mg
590417-95-1
128 suppliers
$9.00/250mg