1,1-dimethylethyl 1-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-carboxylate

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Chemical Name:1,1-dimethylethyl 1-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-carboxylate
CAS No.:1258976-22-5
Molecular Formula:C₂₂H₂₆ClN₅O₃S
Molecular Weight:475.999
Hs Code.:

Synonyms:1,1-dimethylethyl 1-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-carboxylate

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Chemical Property of 1,1-dimethylethyl 1-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-carboxylate

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Technology Process of 1,1-dimethylethyl 1-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-carboxylate

There total 4 articles about 1,1-dimethylethyl 1-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-carboxylate 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: 34.0%

: 1258440-64-0
2-bromo-5-(3-chloro-4-isopropoxyphenyl)-1,3,4-thiadiazole

: 230301-11-8,924869-27-2
2,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-carboxylic acid 1,1-dimethylethyl ester

: 1258976-21-4
1,1-dimethylethyl 2-(5-{3-chloro-4-[(1-methylethyl)oxy]-phenyl}-1,3,4-thiadiazol-2-yl)-2,4,6,7-tetrahydro-5H-pyrazolo-[4,3-c]pyridine-5-carboxylate

: 1258976-22-5
1,1-dimethylethyl 1-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-carboxylate

Guidance literature:: With copper(l) iodide; caesium carbonate; In N,N-dimethyl-formamide; at 160 ℃; for 1h; Microwave irradiation;
DOI:10.1021/acs.jmedchem.5b01512

Reference yield:

: 213598-07-3
3-chloro-4-isopropoxy-benzoic acid

: 1258976-22-5
1,1-dimethylethyl 1-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 16.5 h / 20 °C

2: trichlorophosphate / 19 h / 20 - 90 °C

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

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

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

Reference yield:

: 213767-19-2
3-chloro-4-[(1-methylethyl)oxy]benzoyl chloride

: 1258976-22-5
1,1-dimethylethyl 1-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: trichlorophosphate / 19 h / 20 - 90 °C

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

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

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