952191-60-5

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 55022-46-3 4-methyl-N-prop-2-ynylbenzenesulfonamide 
• 68282-47-3 2-phenyl-1H-imidazole-4-carbaldehyde 

Relevant academic research and scientific papers

O-Transfer-facilitated cyclizations of propargylamides with TMSN3: Selective synthesis of tetrazoles and dihydroimidazoles

An unprecedented formal [3+2] annulation of propargylamides with TMSN3 to deliver functionalized tetrazoles is developed. Oxygen-atom transfer (OAT) from the amide group to the CC bond was realized via a NIS-triggered-cyclization/ring-opening cascade pathway. The OAT process enables the amide to serve as a two-atom unit in the reactions. Notably, in situ umpolung of azide occurred when terminal propargylamides were employed in this reaction, providing an array of diiodomethylated dihydroimidazoles.

Method used for preparing 4-imidazolecarboxaldehyde derivative from TMSN3 via reductive cyclization

The invention relates to a method used for preparing 4-imidazolecarboxaldehyde derivative from TMSN3 via reductive cyclization. According to the method, propiolamide obtained via simple preparation is taken as a raw material, N-iodosuccinimide (NIS) is taken as an iodine source, trimethylazidosilane (TMSN3) is taken as a reducing agent, and water is taken as an additive; dihydroimidazol is obtained via reductive cyclization; and the 4-imidazolecarboxaldehyde derivative is obtained under the action of dehydration agent bis[A,A-bis(trifluoromethyl)benzenemethanolato]diphenylsulfur with high yield. Propiolamide can be prepared from cheap and easily available initial raw materials simply, TMSN3 is taken as the nitrogen source and the reducing agent at the same time, one-step reductive cyclization and intramolecular oxygen atom transfer reaction are carried out to obtain dihydroimidazol; and the 4-imidazolecarboxaldehyde derivative is obtained via simple dehydration reaction; reaction operation is simple; reaction conditions are mild; and no metal catalyst is needed.

ACID SECRETION INHIBITOR

The present invention provides a compound having a superior acid secretion inhibitory action, an antiulcer activity and the like. A proton pump inhibitor containing a compound represented by the formula (I) wherein ring A is a saturated or unsaturated 5- or 6-membered ring group optionally having, as a ring-constituting atom besides carbon atom, 1 to 4 hetero atoms selected from a nitrogen atom, an oxygen atom and a sulfur atom, ring-constituting atoms X1 and X2 are each a carbon atom or a nitrogen atom, a ring-constituting atom X3 is a carbon atom, a nitrogen atom, an oxygen atom or a sulfur atom, R1 is an optionally substituted aryl group or an optionally substituted heteroaryl group, R2 is an optionally substituted alkyl group, an optionally substituted aryl group or an optionally substituted heteroaryl group, R3 is an aminomethyl group optionally substituted by 1 or 2 lower alkyl groups, which is a substituent on a ring-constituting atom other than X1, X2 and X3, and ring A optionally further has substituent(s) selected from a lower alkyl group, a halogen atom, a cyano group and an oxo group, or a salt thereof or a prodrug thereof.