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Taizhou Volsen Chemical Co., Ltd.
HomeProductsPharmaceutical IntermediatesAnti-Ulcerative5-(2-Fluorophenyl)-1H-pyrrole-3-carboxaldehyde For Vonoprazan Fumarate CAS 881674-56-2
5-(2-Fluorophenyl)-1H-pyrrole-3-carboxaldehyde For Vonoprazan Fumarate CAS 881674-56-2
  • 5-(2-Fluorophenyl)-1H-pyrrole-3-carboxaldehyde For Vonoprazan Fumarate CAS 881674-56-2

5-(2-Fluorophenyl)-1H-pyrrole-3-carboxaldehyde For Vonoprazan Fumarate CAS 881674-56-2

    Unit Price: USD 1 / Kilogram
    Payment Type: L/C,T/T
    Incoterm: FOB
    Min. Order: 1 Kilogram
    Delivery Time: 15 Days

Basic Info

Model No.: 881674-56-2

Function: Nutritional Therapeutics

Grade Standard: Medicine Grade

State: Solid

Volatile: Not Volatile

Additional Info

Packaging: AS REQUIRED

Productivity: KGS


Transportation: Air

Place of Origin: CHINA


Certificate: ISO

Product Description

5-(2-Fluorophenyl)-1H-pyrrole-3-carboxaldehyde is intermediate of Vonoprazan fumarate cas number is 881674-56-2, his synthesis method is summarized into three main types: the first one, 2-fluorobenzene Ethyl ketone is used as a starting material to obtain 2-bromo-2'-fluoroacetophenone by bromination, and then reacted with ethyl cyanoacetate to obtain 2-cyano-4-(2-fluorophenyl)-4-oxo Ethyl butyrate, then closed in ethyl acetate solution of hydrogen chloride to give ethyl 2-chloro-5-(2-fluorophenyl)-1H-pyrrole-3-carboxylate, and then reacted with palladium on carbon/H2 Dechlorination to obtain ethyl 5-(2-fluorophenyl)-1H-pyrrole-3-carboxylate, which is finally reduced by diisobutylaluminum hydride (DIBAL) and oxidized by manganese dioxide to give 5-(2-Fluorophenyl)-1H-pyrrole-3-carboxaldehyde CAS 881674-56-2. The second one is also based on 2-fluoroacetophenone as a starting material. After bromination, it is substituted with malononitrile. After the product is closed, it is reduced by Pd/C and R-Ni to obtain 5-(2-Fluorophenyl)-1H-pyrrole-3-carboxaldehyde.
The above two processes have long synthetic routes, low total yield, and all of them are strongly corrosive materials such as bromine and hydrogen chloride, which are very serious for corrosion and environmental damage, and the use of Pd/C and R-Ni and DIBAL of flammable hydrogenation reducing agents has great safety hazards and is difficult to operate, which is very unsuitable for industrial production.
Thirdly,5-(2-Fluorophenyl)-1H-pyrrole-3-carboxaldehyde CAS 881674-56-2 is prepared by one-step decarboxylation coupling reaction of 2-fluorobenzoic acid with 5-bromopyrrole-3-carbaldehyde under base and catalyst conditions. -56-2. The method has novel route, simple process and convenient operation. The specific implementation process is as follows:
200 mL of tetrahydrofuran was added to a 500 mL three-necked flask, and 28.3 g of 2-fluorobenzoic acid, 35.5 g of 5-bromopyrrole-3-carbaldehyde, 40.0 g of cesium carbonate, 11.8 g of Pd(PPh3)4, CuI3.8g, 2, were added under nitrogen. 2'-bipyridyl 3.2g, stirred, heated to 70 ℃ reflux, the reaction was 100h, the reaction was completely detected by HPLC, and when the content of 5-bromopyrrole-3-carbaldehyde was less than 1%, the temperature was lowered to 20 ℃, filtered, and the filtrate was concentrated. Thereafter, the pH was adjusted to 6 with a 5% aqueous hydrochloric acid solution and extracted three times with 50 mL of ethyl acetate. The obtained organic phase was washed with 100 mL of saturated sodium bicarbonate solution and 100 mL of saturated sodium chloride aqueous solution, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure to about 80 g, and 150 ml of petroleum ether was recrystallized and filtered to give a pale red solid product. 32.8 g, this pale red solid product was 5-(2-Fluorophenyl)-1H-pyrrole-3-carboxaldehyde 881674-56-2.

Thera. Category:Anti-gastric

Cas No.: 881674-56-2

Synonym:TAK-438( Vonoprazan fumarate) intermediate 3;1H-Pyrrole-3-carboxaldehyde, 5-(2-fluorophenyl)-;5-(2-fluorophenyl)-1H-pyrrole-3-carbaldehyde;5-(2-Fluorophenyl)-1H-pyrrole-3-carboxaldehyde;1H-Pyrrole-3-carboxaldehyde, 5-(2-fluorophenyl)-1H-pyrrole-3-carbaldehyde;


Molecular Weight: 461.4634032

Molecular formula: C21H20FN3O6S

Assay: ≥98.%

Appearance: White Crystalline solid

Packing:Export worthy packing

Material Safety Data Sheet:Available on request

Related intermediate:

1) 5-(2-fluorophenyl)-1H-pyrrole-3-carbaldehyde CAS number 881674-56-2

2) 1H-Pyrrole-3-carboxaldehyde, 5-(2-fluorophenyl)-1-(3-pyridinylsulfonyl)- CAS number is 881677-11-8

3) Pyridine-3-sulfonyl chloride CAS number is 16133-25-8

4) Vonoprazan CAS number is 881681-00-1

5) Vonoprazan Fumarate (TAK-438) CAS 881681-01-2

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Product Categories : Pharmaceutical Intermediates > Anti-Ulcerative

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