5-(2-Fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrole-3-carbaldehyde Chemical Properties

Boiling point:

563.7±60.0 °C(Predicted)

Density 

1.37±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

Chloroform (Slightly), DMSO (Slightly)

form 

Solid

pka

-0.34±0.11(Predicted)

color 

Pale Brown to Light Brown

InChI

InChI=1S/C16H11FN2O3S/c17-15-6-2-1-5-14(15)16-8-12(11-20)10-19(16)23(21,22)13-4-3-7-18-9-13/h1-11H

InChIKey

IXCSYEVJOAWXRH-UHFFFAOYSA-N

SMILES

N1(S(C2=CC=CN=C2)(=O)=O)C(C2=CC=CC=C2F)=CC(C=O)=C1

5-(2-Fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrole-3-carbaldehyde Usage And Synthesis

Chemical Properties

Pale Brown to Light Brown Solid.

Uses

3-Des-N-methylmethanamine Vonoprazan-3-carbaldehyde is an impurity of Vonaprazan (V767010) a novel potassium-competitive acid blocker for the treatment of acid-related diseases.

Synthesis

5-(2-Fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrole-3-carbaldehyde is prepared by the reaction of 3-pyridinesulfonyl Chloride and 5-(2-fluorophenyl)-1H-pyrrole-3-carbaldehyde. The specific synthesis steps are as follows:
Take 10.0g (52.86mmol) of compound, 5.9g (58.15mmol) of triethylamine and 100mL of dichloromethane, cool the system to 0°C, add dropwise a dichloromethane solution (100mL) of compound G (58.15mmol), and add dropwise After completion, the system was reacted at room temperature for 6 hours, 100mL of water was added and washed twice, the organic phase was dried with anhydrous sodium sulfate, and concentrated under reduced pressure to obtain 16.4g of 5-(2-Fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrole-3-carbaldehyde, with a yield of 93.8%.

Solubility in organics

Chloroform (Slightly), DMSO (Slightly)

References

[1] Patent: CN106478601, 2017, A. Location in patent: Paragraph 0036; 0037
[2] Patent: EP2963019, 2016, A1. Location in patent: Paragraph 0142; 0146
[3] Patent: CN107586288, 2018, A. Location in patent: Paragraph 0035-0037
[4] Patent: US2018/186736, 2018, A1. Location in patent: Paragraph 0142; 0143
[5] Patent: US2011/306769, 2011, A1. Location in patent: Page/Page column 28-29

5-(2-Fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrole-3-carbaldehyde(881677-11-8)Related Product Information

• (Z)-N-((5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl)methylene)methanamine oxide
• 1H-Pyrrole-3-carbonitrile,5-(2-fluorophenyl)-1-(3-pyridinylsulfonyl)-
• 5-chloropyridine-3-sulfonyl chloride
• Vonoprazan Fumarate impurity
• (5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl) methanol
• 4-[2-(2,4-DiMethylphenylsulfanyl)phenyl]piperazine-1-carboxylic acid tert-butyl ester
• 1-[(2-Bromophenyl)thio]-2,4-dimethylbenzene
• N-(1-(naphthalen-1-yl)ethyl)forMaMide
• PYRIDINE-2-SULFONYL CHLORIDE
• 1H-Pyrrole-3-carboxylic acid, 5-(2-fluorophenyl)-, ethyl ester
• 1H-Pyrrole-3-methanamine, 1-[(1,4-dihydro-3-pyridinyl)sulfonyl]-5-(2-fluorophenyl)-N-methyl-
• 1H-Pyrrole-3-methanamine, 1-[(1,6-dihydro-3-pyridinyl)sulfonyl]-5-(2-fluorophenyl)-N-methyl-
• 3-Pyridinesulfonic acid
• 5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile
• 1H-PYRROLE-3-METHANOL, 5-(2-FLUOROPHENYL)-
• 2-[2-(2-Fluorophenyl)-2-oxoethyl]propanedinitrile
• Vonoprazan
• 5-(4-fluorophenyl)-1H-pyrrole-3-carbonitrile