![](/CAS/GIF/885126-34-1.gif)
BenzaMide, 2-[(3-iodo-1H-indazol-6-yl)thio]-N-Methyl- synthesis
- Product Name:BenzaMide, 2-[(3-iodo-1H-indazol-6-yl)thio]-N-Methyl-
- CAS Number:885126-34-1
- Molecular formula:C15H12IN3OS
- Molecular Weight:409.24
![Axitinib Impurity B](/CAS/20150408/GIF/944835-85-2.gif)
944835-85-2
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$617.00/1g
![BenzaMide, 2-[(3-iodo-1H-indazol-6-yl)thio]-N-Methyl-](/CAS/GIF/885126-34-1.gif)
885126-34-1
68 suppliers
$496.32/5MG
Yield: 72%
Reaction Conditions:
with iodine;potassium carbonate in N,N-dimethyl-formamide at 0 - 20; for 4 h;
Steps:
63 Production of 2-{(3-iodo-1H-indazol-6-yl)thio}-N-methylbenzamide
A solution of iodine (11.09 g, 46 mmol) in N,N-dimethylformamide (20 mL) was added to a solution of 2-{(1Hindazol-6-yl)thio}-N-methylbenzamide (7.32 g, 26 mmol) and potassium carbonate (7.36 g, 53 mmol) in N,N-dimethylformamide(30 mL) at 0°C for 30 minutes, and stirred at room temperature for 3.5 hours. The solvent was distilled awayfrom the reaction liquid under a reduced pressure, then the residue was dissolved in ethyl acetate, and washed with a10% sodium thiosulfate aqueous solution, a saturated sodium bicarbonate aqueous solution and saturated saline. Theorganic layer was dried with anhydrous sodium sulfate, and the solvent was distilled away under a reduced pressure.The resulting solid was washed with a hexane/ethyl acetate (1/1 (v/v)) solution and dried to obtain the title compound(7.60 g, 72%) as a pale yellow solid.1H NMR (400 MHz, DMSO-d6) δ 13.55 (1H, br s), 8.37 (1H, br q, J = 4.4 Hz), 7.56 (1H, br s), 7.49-7.47 (1H, m), 7.44(1H, br d, J = 8.8 Hz), 7.31 (1H, td, J = 7.6, 2.0 Hz), 7.28 (1H, td, J = 7.6, 2.0 Hz), 7.14 (1H, dd, J = 8.8, 1.6 Hz), 7.04-7.02(1H, m), 2.76 (3H, d, J = 4.4 Hz)
References:
Senju Pharmaceutical Co., Ltd.;TAKEDA, Norihiko;MIYABE, Tomoyo;MACHIDA, Shinnosuke;MACHIDA, Mamiko;NAKAJIMA, Takeshi EP3127900, 2017, A1 Location in patent:Paragraph 0254; 0255
![6-Iodo-1H-indazole](/CAS/20180808/GIF/261953-36-0.gif)
261953-36-0
259 suppliers
$9.00/250mg
![2-mercapto-N-methylbenzamide](/CAS/GIF/20054-45-9.gif)
20054-45-9
158 suppliers
$139.00/250mg
![BenzaMide, 2-[(3-iodo-1H-indazol-6-yl)thio]-N-Methyl-](/CAS/GIF/885126-34-1.gif)
885126-34-1
68 suppliers
$496.32/5MG
![3,6-DIIODO (1H)INDAZOLE](/CAS/GIF/319472-78-1.gif)
319472-78-1
89 suppliers
$11.00/250mg
![2-mercapto-N-methylbenzamide](/CAS/GIF/20054-45-9.gif)
20054-45-9
158 suppliers
$139.00/250mg
![BenzaMide, 2-[(3-iodo-1H-indazol-6-yl)thio]-N-Methyl-](/CAS/GIF/885126-34-1.gif)
885126-34-1
68 suppliers
$496.32/5MG
![6-Iodo-1H-indazole](/CAS/20180808/GIF/261953-36-0.gif)
261953-36-0
259 suppliers
$9.00/250mg
![BenzaMide, 2-[(3-iodo-1H-indazol-6-yl)thio]-N-Methyl-](/CAS/GIF/885126-34-1.gif)
885126-34-1
68 suppliers
$496.32/5MG
![2-mercapto-N-methylbenzamide](/CAS/GIF/20054-45-9.gif)
20054-45-9
158 suppliers
$139.00/250mg
![BenzaMide, 2-[(3-iodo-1H-indazol-6-yl)thio]-N-Methyl-](/CAS/GIF/885126-34-1.gif)
885126-34-1
68 suppliers
$496.32/5MG