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
