ethyl 3-(2-(5-(3-cyano-4-isopropoxyphenyl)-1,3,4-thiadiazol-2-yl)-6,7-dihydro-2H-pyrazolo[4,3-c]pyridin-5(4H)-yl)propanoate

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Chemical Name:ethyl 3-(2-(5-(3-cyano-4-isopropoxyphenyl)-1,3,4-thiadiazol-2-yl)-6,7-dihydro-2H-pyrazolo[4,3-c]pyridin-5(4H)-yl)propanoate
CAS No.:1258976-25-8
Molecular Formula:C₂₃H₂₆N₆O₃S
Molecular Weight:466.564
Hs Code.:

Synonyms:ethyl 3-(2-(5-(3-cyano-4-isopropoxyphenyl)-1,3,4-thiadiazol-2-yl)-6,7-dihydro-2H-pyrazolo[4,3-c]pyridin-5(4H)-yl)propanoate

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Chemical Property of ethyl 3-(2-(5-(3-cyano-4-isopropoxyphenyl)-1,3,4-thiadiazol-2-yl)-6,7-dihydro-2H-pyrazolo[4,3-c]pyridin-5(4H)-yl)propanoate

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Technology Process of ethyl 3-(2-(5-(3-cyano-4-isopropoxyphenyl)-1,3,4-thiadiazol-2-yl)-6,7-dihydro-2H-pyrazolo[4,3-c]pyridin-5(4H)-yl)propanoate

There total 5 articles about ethyl 3-(2-(5-(3-cyano-4-isopropoxyphenyl)-1,3,4-thiadiazol-2-yl)-6,7-dihydro-2H-pyrazolo[4,3-c]pyridin-5(4H)-yl)propanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 24.0%

: 1258975-62-0
2-[(1-methylethyl)oxy]-5-[5-(4,5,6,7-tetrahydro-2Hpyrazolo[4,3-c]pyridin-2-yl)-1,3,4-thiadiazol-2-yl]benzonitrile trifluoroacetate

: 140-88-5,9003-32-1
ethyl acrylate

: 1258976-25-8
ethyl 3-(2-(5-(3-cyano-4-isopropoxyphenyl)-1,3,4-thiadiazol-2-yl)-6,7-dihydro-2H-pyrazolo[4,3-c]pyridin-5(4H)-yl)propanoate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

: 258273-31-3
3-cyano-4-isopropoxybenzoic acid

: 1258976-25-8
ethyl 3-(2-(5-(3-cyano-4-isopropoxyphenyl)-1,3,4-thiadiazol-2-yl)-6,7-dihydro-2H-pyrazolo[4,3-c]pyridin-5(4H)-yl)propanoate

Guidance literature:: Multi-step reaction with 5 steps

1: trichlorophosphate / 3 h / 90 °C

2: tert.-butylnitrite; copper(ll) bromide / acetonitrile / 1 h / 20 - 70 °C

3: copper(l) iodide; caesium carbonate / N,N-dimethyl-formamide / 1.5 h / 160 °C / Microwave irradiation

4: dichloromethane / 1.5 h / 20 °C / Inert atmosphere

5: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 16 h / 20 °C

With copper(l) iodide; tert.-butylnitrite; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; copper(ll) bromide; trichlorophosphate; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/acs.jmedchem.5b01512

Reference yield:

: 5-(5-bromo-1,3,4-thiadiazol-2-yl)-2-[(1-methylethyl)oxy]-benzonitrile

: 1258976-25-8
ethyl 3-(2-(5-(3-cyano-4-isopropoxyphenyl)-1,3,4-thiadiazol-2-yl)-6,7-dihydro-2H-pyrazolo[4,3-c]pyridin-5(4H)-yl)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1: copper(l) iodide; caesium carbonate / N,N-dimethyl-formamide / 1.5 h / 160 °C / Microwave irradiation

2: dichloromethane / 1.5 h / 20 °C / Inert atmosphere

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 16 h / 20 °C

With copper(l) iodide; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.5b01512