669066-98-2

Upstream product

• 383-63-1 ethyl trifluoroacetate, 
• 22059-21-8 aminocyclopropane-1-carboxylic acid 
• 383-64-2 S-ethyl trifluoroacetate 
• 68781-13-5 α-amino-cyclopropanecarboxylic acid hydrochloride 
• 407-25-0 trifluoroacetic anhydride 
• 848860-95-7 S-dodecyl trifluorothioacetate 

Downstream Products

• 845830-19-5 N-[(1R)-1-(4-bromo-2-fluorophenyl)-ethyl]-1-[(trifluoroacetyl)amino]cyclopropanecarboxamide 
• 845830-03-7 N-[(1R)-1-(3,3'-difluoro-2'-hydroxy-1,1'-biphenyl-4-yl)ethyl]-1-[(trifluoroacetyl)amino]cyclopropanecarboxamide 
• 1374454-61-1 1-(2,2,2-trifluoro-acetylamino)-cyclopropanecarboxylic acid 4-[3-chloro-5-methoxy-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylamide 
• 1374453-93-6 3-chloro-1-[4-(1-{[1-(2,2,2-trifluoro-acetylamino)-cyclopropanecarbonyl]-amino}-ethyl)-phenyl]-1H-indole-2-carboxylic acid methylamide 
• 1374453-97-0 1-(2,2,2-trifluoro-acetylamino)-cyclopropanecarboxylic acid (1-{4-[3-chloro-2-(pyrrolidine-1-carbonyl)-indol-1-yl]-phenyl}-ethyl)-amide 
• 1374453-38-9 1-(2,2,2-trifluoro-acetylamino)-cyclopropanecarboxylic acid 4-[3-chloro-2-(2-methyl-2H-tetrazol-5-yl)-indol-1-yl]-2-fluorobenzylamide 

Relevant academic research and scientific papers

NEW ARYL-BENZOCYCLOALKYL AMIDE DERIVATIVES

The invention provides novel compounds having the general formula (I) wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, A1, A2 and n are as described herein, compositions including the compounds and methods of using the compounds.

Cyclic α-amino acids as precursors for synthesis of 2-amino-3-hetarylpyrrolin-4-ones and their spiro derivatives

α-Aminoisobutanoic acid and some representatives of cyclic α-amino acids were converted to corresponding 1-phthalimido- and N-trifluoroacylated acid chlorides. Treatment of 2-(1H-benzimidazol-2-yl) acetonitrile with 1-phthalimidoacid chlorides in DMF unexpectedly gave 2-(1H-benzimidazol-2-yl)-3-(dimethylamino)-2-propenenitrile. On the other hand, the reaction of hetarylacetonitriles with N-trifluoroacylated acid chlorides gave the desired (3-cyano-2-oxo-3-hetarylpropyl)-2,2,2-trifluoroacetamides that upon detrifluoroacetylation provided the target 2-amino-3-hetarylpyrrolin-4- ones. The acylation of benzoimidazolylamino-pyrrolinones by benzoyl chloride leads to formation of 3-benzoyl-2,3-dihydro-5-phenyl-1H-benzo[4,5]imidazo[1,2-c] pyrrolo[3,2-e]pyrimidin-1-ones. Springer-Verlag 2012.

NEW ARYL-BENZOCYCLOALKYL AMIDE DERIVATIVES

The invention provides novel compounds having the general Formula (I), wherein R1, R2, R3, R4 R5, R6, R7, R8 R9, R10, R11, R12, A1, A2 and n are as described herein, compositions including the compounds and methods of using the compounds.

SULFONYL SUBSTITUTED N-(BIARYLMETHYL) AMINOCYCLOPROPANECARBOXAMIDES

N-(Sulfonyloxybiarylmethyl) aminocyclopropanecarboxamide derivatives are bradykinin B1 antagonists or inverse agonists useful in the treatment or prevention of symptoms such as pain and inflammation associated with the bradykinin B1 pathway.

Trifluoroacetylation of amino acids under aqueous conditions using a readily prepared non-odoriferous reagent

The synthesis of S-dodecyltrifluorothioacetate and its application to trifluoroacetylation of amino acids under aqueous conditions are described. This reagent afforded good isolated yields (71-92%) of the N-trifluoroacetyl derivatives via an operationally simple and odor free procedure.

Convenient synthesis and isolation of 1-aminocyclopropane-1-carboxylic acid (ACC) and N-protected ACC derivatives

A convenient route to 1-aminocyclopropane-1-carboxylic acid (1, ACC) and N-protected derivatives was developed. This route utilizes a bisalkylation of an O-benzyl glycine derived imine followed by global deprotection via hydrogenation. Direct isolation of ACC from a non-aqueous stream or efficient conversion to N-protected derivatives in a single flask is described.