37799-73-8

Basic information

• Product Name: 1-Benzyl-5-(2,2-bis-ethoxycarbonyl-vinyl-amino)pyrazol
• Synonyms: 1-Benzyl-5-(2,2-bis-ethoxycarbonyl-vinyl-amino)pyrazol
• CAS NO: 37799-73-8
• Molecular Weight: 343.382
• Mol File: 37799-73-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-Benzyl-5-(2,2-bis-ethoxycarbonyl-vinyl-amino)pyrazol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzyl-5-(2,2-bis-ethoxycarbonyl-vinyl-amino)pyrazol(37799-73-8)
• EPA Substance Registry System: 1-Benzyl-5-(2,2-bis-ethoxycarbonyl-vinyl-amino)pyrazol(37799-73-8)

Safety Data

• Hazardous Substances Data: 37799-73-8(Hazardous Substances Data)

Upstream product

• 3528-51-6 1-benzyl-1H-pyrazol-5-amine 
• 87-13-8 diethyl 2-ethoxymethylenemalonate 

Downstream Products

• 1340592-22-4 [1-benzyl-4-(4-fluoro-2-methyl-phenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-methyl-amine 
• 1340592-21-3 C₂₁H₁₆FN₃O₂ 
• 1340591-78-7 2-(3,5-bis-trifluoromethylphenyl)-N-[1-(2,2-difluoroethyl)-4-(4-fluoro-2-methylphenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-N-methylisobutyramide 
• 1340592-20-2 [1-Benzyl-4-(4-fluoro-2-methyl-phenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-carbamic acid tert-butyl ester 
• 1340592-19-9 1-benzyl-4-(4-fluoro-2-methyl-phenyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester 
• 37801-55-1 1-benzyl-4-chloro-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester 
• 1340592-00-8 2-(3,5-bis-trifluoromethyl-phenyl)-N-[4-(4-fluoro-2-methyl-phenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-N-methyl-isobutyramide 
• 1340591-83-4 N-[1-benzyl-4-(4-fluoro-2-methyl-phenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-2-(3,5-bis-trifluoromethyl-phenyl)-N-methyl-isobutyramide 
• 30720-10-6 1-Benzyl-5-ethoxycarbonyl-4-hydroxy-pyrazolo<3,4-b>pyridin 
• 30720-11-7 1-Benzyl-5-carboxy-4-hydroxy-pyrazolo<3,4-b>pyridin 
• 29274-28-0 4-Chloro-1H-pyrazolo<3,4-b>pyridine 
• 84054-01-3 Bis-(1-benzyl-4,7-dihydro-4-oxo-pyrazolo<3,4-b>pyridyl)selenid 
• 84054-00-2 1-Benzyl-4,7-dihydro-4-oxo-pyrazolo<3,4-b>pyridin 
• 31591-86-3 4,7-Dihydro-4-oxo-1H-pyrazolo<3,4-b>pyridin 

Relevant articles and documents

PYRRAZOLOPYRIDINE DERIVATIVES

The present invention relates to a compound of formula (I), wherein R1 is hydrogen, lower alkyl, lower alkyl substituted by halogen, benzyl, -C(0)-lower alkyl, -C(0)-CH2-lower alkoxy, -C(0)-C3-6-cycloalkyl, -(CH2)°-C(0)-NR,R', -(CH2)°S(0)2- lower alkyl or -S(0)2-NR,R'; o is 0 or 1; R,R' are independently from each other hydrogen or lower alkyl, or may form together with the N atom to which they are attached a 5 or 6 membered heterocycloalkyl ring; R2 is hydrogen or lower alkyl; R3 is halogen, lower alkoxy, lower alkyl substituted by halogen or lower alkoxy substituted by halogen; and may be the same or different in case n is 2; n is 1 or 2; Ar is phenyl optionally substituted by one or two substituents selected from lower alkyl, halogen, lower alkoxy, lower alkyl substituted by hydroxy or cyano, or is a five or six membered heteroaryl group, selected from thiophenyl or pyridinyl which are optionally substituted by lower alkyl or halogen; or to a pharmaceutically active acid addition salt. It has surprisingly been found that the compounds of formula I show a high affinity simultaneously to both the NK1 and the NK3 receptors (dual NK1/NK3 receptor antagonists), useful in the treatment of schizophrenia.

Unambiguous Synthesis of 4,7-Dihydro-4-oxo-1H-pyrazolopyridine - Further Comments on the "(N-C)-Rearrangement" of (2-Alkoxycarbonyl-vinylamino)pyrazols

4,7-Dihydro-4-oxo-1H-pyrazolopyridine 1a is synthesized by decarboxylation of 1-benzyl-5-carboxy-4-hydroxy-pyrazolopyridine 4b and debenzylation of 1-benzyl-4,7-dihydro-4-oxo-pyrazolopyridine 1b with sodium in liquid ammonia.The produ