210827-34-2

Upstream product

• 75-16-1 methylmagnesium bromide 
• 256373-94-1 ethyl 5-sulfamoylfuran-3-carboxylate 
• 13129-23-2 methyl furan-3-carboxylate 
• 676-58-4 methylmagnesium chloride 

Downstream Products

• 210826-40-7 MCC950 

Relevant academic research and scientific papers

SULFONIMIDAMIDE COMPOUNDS AND COMPOSITIONS FOR TREATING CONDITIONS ASSOCIATED WITH NLRP ACTIVITY

In one aspect, compounds of Formula AA, or a pharmaceutically acceptable salt thereof, are featured: (Formula AA) or a pharmaceutically acceptable salt thereof, wherein the variables shown in Formula A can be as defined anywhere herein.

COMPOUNDS AND COMPOSITIONS FOR TREATING CONDITIONS ASSOCIATED WITH NLRP ACTIVITY

In one aspect, compounds of Formula A, or a pharmaceutically acceptable salt thereof, are featured (Formula A) or a pharmaceutically acceptable salt thereof, wherein the variables shown in Formula A can be as defined anywhere herein.

SULPHONAMIDES AND COMPOSITIONS THEREOF FOR TREATING CONDITIONS ASSOCIATED WITH NLRP ACTIVITY

In one aspect, compounds of Formula AA, or a pharmaceutically acceptable salt thereof, are featured: wherein the variables shown in Formula AA can be as defined anywhere herein. Compounds AA are modulators of NLRP1 and/or NLRP3

COMPOUNDS AND COMPOSITIONS FOR TREATING CONDITIONS ASSOCIATED WITH NLRP ACTIVITY

In one aspect, compounds of Formulae (I) and (II), or pharmaceutically acceptable salts thereof, are featured; Formula (I), Formula (II) or a pharmaceutically acceptable salt thereof, wherein the variables shown in Formulae (I) and (II) can be as defined anywhere herein.

Novel synthesis of 1-(1,2,3,5,6,7-hexahydro-s-indacen-4-yl)-3-[4-(1-hydroxy-1-methyl-ethyl) furan-2-sulfonyl]urea, An anti-inflammatory agent

A novel synthesis of the anti-inflammatory agent 1-(1,2,3,5,6,7-hexahydro-s-indacen-4-yl)-3-[4-(1-hydroxy-1-methyl-ethyl)- furan-2-sulfonyl]urea 1 is described. Sulfonamide 5 was prepared starting from ethyl 3-furoate 2. Key steps were a one-pot sulfonylation with chlorosulfonic acid in methylene chloride followed by pyridinium salt formation and reaction with phosphorus pentachloride to provide ethyl 2-(chlorosulfonyl)-4-furoate 7. This sulfonyl chloride was treated with ammonium bicarbonate to form sulfonamide 8, followed by treatment with excess methyl magnesium chloride to provide 4-(1-hydroxy-1-methyl-ethyl)-furan-2-sulfonamide 5. 4-Isocyanato-1,2,3,5,6,7-hexahydro-s-indacene 16 was prepared from indan in five steps. The formation of the desired sulfonyl urea was carried out both with the isolated isocyanate 16 and via an in situ method.

Chemoselective Removal of Dimeric 1,3-Diol Impurities Generated from Methyl Grignard Addition onto Esters

In two separate cases, we have found that 1,3-diol dimeric impurities were common byproducts generated from the methyl Grignard addition onto esters to form the corresponding tertiary alcohols. These impurities proved difficult to purge by recrystallization as they tended to cocrystallize with the desired product. To avoid the necessity of chromatography, we developed a practical procedure for the chemoselective removal of these 1,3-diol impurities from crude tertiary alcohol by simply performing the recrystallization in the presence of phenylboronic acid. This straightforward method proved equally successful for two cases studied, and the procedure was later demonstrated on a multikilogram scale.

Efficient synthesis of furan sulfonamide compounds useful in the synthesis of new IL-1 inhibitors

An efficent synthesis of furan sulfonamide compounds of formula comprising reacting a compound of formula 11 with a Grignard reagent in a reaction inert solvent, wherein R' is (C1-C6)alkyl. The compound of formula II is prepared by reacting a compound of formula III with a compound of formula IV wherein R' is (C1-C6)alkyl with a chorinating reagent and an acid scaverger in an inert solvent. The invention also includes a novel compound of the formula wherein R' is (C1-C6)alkyl and Q is halo, hydroxy or amino.

A synthesis of furan sulfonamide compounds useful in the synthesis of IL-1 inhibitors

An efficent synthesis of furan sulfonamide compounds of formula ???comprising reacting a compound of formula II with a Grignard reagent in a reaction inert solvent, wherein R' is (C1-C6)alkyl. The compound of formula II is prepared by reacting a compound of formula III with a compound of formula IV wherein R' is (C1-C6)alkyl with a chorinating reagent and an acid scaverger in an inert solvent. The invention also includes a novel compound of the formula ???wherein R' is (C1-C6)alkyl and Q is halo, hydroxy or amino.