162141-77-7

Basic information

• Product Name: 1-Cyclopentyl-3-ethyl-6-(4-methoxy-phenyl)-1,4,5,6-tetrahydro-pyrazolo[3,4-c]pyridin-7-one
• CAS NO: 162141-77-7
• Molecular Weight: 339.437
• Mol File: 162141-77-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-Cyclopentyl-3-ethyl-6-(4-methoxy-phenyl)-1,4,5,6-tetrahydro-pyrazolo[3,4-c]pyridin-7-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Cyclopentyl-3-ethyl-6-(4-methoxy-phenyl)-1,4,5,6-tetrahydro-pyrazolo[3,4-c]pyridin-7-one(162141-77-7)
• EPA Substance Registry System: 1-Cyclopentyl-3-ethyl-6-(4-methoxy-phenyl)-1,4,5,6-tetrahydro-pyrazolo[3,4-c]pyridin-7-one(162141-77-7)

Safety Data

• Hazardous Substances Data: 162141-77-7(Hazardous Substances Data)

Upstream product

• 30414-44-9 5-ethyltetrahydrofuran-2-ol 
• 696-62-8 para-iodoanisole 
• 30425-47-9 N-(4-methoxyphenyl)-2-pyrrolidinone 
• 24214-72-0 cyclopentylhydrazine hydrochloride 
• 179171-55-2 3-methoxy-1-(4-methoxyphenyl)-2-oxo-4-propionyl-1,2,5,6-tetrahydropyridine 
• 208646-48-4 ethyl (4-methoxyphenylamino)propyl ketone 

Downstream Products

• 185954-27-2 Tofimilast 
• 162142-14-5 1-cyclopentyl-3-ethyl-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine 

Relevant articles and documents

Process research and large-scale synthesis of a novel 5,6-dihydro-(9H)-pyrazolo[3,4-c]-1,2,4-triazolo[4,3-a]pyridine PDE-IV inhibitor

An efficient synthesis of the PDE IV inhibitor, 9H-cyclopentyl-7-ethyl-3-(thiophen-2-yl)-pyrazolo[3,4-c]-1,2,4-triazolo-5,6- dihydro-[4,3-a]pyridine 1 is described. Starting from commercially available γ-caprolactone, the synthesis was carried out in 10 steps. Key transformations were the selective O-methylation of diketone, 3-hydroxy-1-(4-methoxybenzyl)-4-propionyl-5,6-dihydro-1H-pyridin-2-one, with dimethyl sulfate and cesium carbonate in dimethylformamide, a one-pot pyrazole formation with subsequent acidic deprotection to provide lactam, 1-cyclopentyl-3-ethyl-1,4,5,6-tetrahydropyrazolo[3,4-c]pyridin-7-one, and finally the utilization of imidate, 1-cyclopentyl-7-ethoxy-3-ethyl-4,5-dihydro-1H-pyrazolo[3,4-c]pyridine for the introduction of the triazole moiety. This process avoided the use of harsh reaction conditions, undesirable reagents and overcame the environmental concerns in the original synthesis.