5-(2-Fluorophenyl)-1H-pyrrole-3-carbaldehyde

CAS NO.：881674-56-2
Empirical Formula: C11H8FNO
Molecular Weight: 189.19
MDL number: MFCD11875867
EINECS: 809-913-6
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-14 14:09:35

What is 5-(2-Fluorophenyl)-1H-pyrrole-3-carbaldehyde?

Description

5-(2-Fluorophenyl)-1H-pyrrole-3-carbaldehyde is an ether. It can be used to prepare vonoprazan fumarate, which is a potent orally active potassium-competitive acid blocker (P-CAB) with antisecretory activity. It is used in the study of acid-related diseases.

Chemical properties

Light orange to Yellow to Green powder to crystal.

The Uses of 5-(2-Fluorophenyl)-1H-pyrrole-3-carbaldehyde

5-(2-Fluorophenyl)-1H-pyrrole-3-carbaldehyde acts as a reagent in the synthetic preparation of novel pyrrole derivatives as potassium-competitive acid blocker (P-CAB).

What are the applications of Application

5-(2-Fluorophenyl)-1H-pyrrole-3-carbaldehyde is a potassium ion-competitive acid blocker used in therapy Acid-related diseases, gastric ulcer, duodenal ulcer, reflux esophagitis, etc.

Preparation

Synthesis of 5-(2-Fluorophenyl)-1H-pyrrole-3-carbaldehyde: Using pyrrole as raw material, after being protected by N-alkylation of triisopropylsilyl chloride, it is then reacted with Vilsmeier reagent to obtain 1H-Pyrrole-3-carbaldehyde, which is then purified by N-bromosuccinimide (NBS) bromination and 2-fluorophenylboronic acid for Suzuki coupling reaction to obtain crude 5-(2-Fluorophenyl)-1H-pyrrole-3-carbaldehyde, which was purified with toluene. The total yield was 35.5%.

Definition

The 5-(2-fluorophenyl) -1H-pyrrole-3-formaldehyde is an important intermediate of Voranolan fumarate, a competitive potassium ion acid blocker. Voranolan fumarate treats gastric ulcers, duodenal ulcers, reflux esophagitis, etc. 5-(2-fluorophenyl) -1H-pyrrole-3-formaldehyde can be synthesized in one pot using 2-(2-fluorobenzoyl)malononitrile as raw material.

Hazard

5-(2-Fluorophenyl)-1H-pyrrole-3-carbaldehyde has acute toxin effects and is a skin and eye irritant.

Properties of 5-(2-Fluorophenyl)-1H-pyrrole-3-carbaldehyde

Melting point:	133 °C
Boiling point:	370.6±32.0 °C(Predicted)
Density	1.270±0.06 g/cm3(Predicted)
storage temp.	under inert gas (nitrogen or Argon) at 2-8°C
solubility	Chloroform (Slightly, Sonicated), DMSO (Slightly), Methanol (Slightly)
form	Solid
pka	14.77±0.50(Predicted)
color	Light Brown to Brown
Stability:	Hygroscopic
InChI	InChI=1S/C11H8FNO/c12-10-4-2-1-3-9(10)11-5-8(7-14)6-13-11/h1-7,13H

Safety information for 5-(2-Fluorophenyl)-1H-pyrrole-3-carbaldehyde

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation
Precautionary Statement Codes	P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.