ethyl 4-[2-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridin-5-yl]butanoate

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Chemical Name:ethyl 4-[2-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridin-5-yl]butanoate
CAS No.:1258976-26-9
Molecular Formula:C₂₄H₂₈N₆O₃S
Molecular Weight:480.591
Hs Code.:

Synonyms:ethyl 4-[2-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridin-5-yl]butanoate

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Chemical Property of ethyl 4-[2-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridin-5-yl]butanoate

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Technology Process of ethyl 4-[2-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridin-5-yl]butanoate

There total 5 articles about ethyl 4-[2-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridin-5-yl]butanoate 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: 100.0%

: 2969-81-5
Ethyl 4-bromobutyrate

: 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

: 1258976-26-9
ethyl 4-[2-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridin-5-yl]butanoate

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 1h;

Reference yield:

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

: 1258976-26-9
ethyl 4-[2-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridin-5-yl]butanoate

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: potassium carbonate / N,N-dimethyl-formamide / 1 h / 80 °C

With copper(l) iodide; tert.-butylnitrite; potassium carbonate; caesium carbonate; copper(ll) bromide; trichlorophosphate; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/acs.jmedchem.5b01512

Reference yield:

: 1258440-55-9
5-(5-amino-1,3,4-thiadiazol-2-yl)-2-[(1-methylethyl)oxy]benzonitrile

: 1258976-26-9
ethyl 4-[2-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridin-5-yl]butanoate

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

4: potassium carbonate / N,N-dimethyl-formamide / 1 h / 80 °C

With copper(l) iodide; tert.-butylnitrite; potassium carbonate; caesium carbonate; copper(ll) bromide; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/acs.jmedchem.5b01512