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

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Chemical Name:1,1-dimethylethyl 3-[2-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-3-methyl-2,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridin-5-yl]propanoate
CAS No.:1258976-17-8
Molecular Formula:C₂₅H₃₂ClN₅O₃S
Molecular Weight:518.08
Hs Code.:

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

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

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

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

There total 9 articles about 1,1-dimethylethyl 3-[2-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-3-methyl-2,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridin-5-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: 98.0%

: 1663-39-4,25232-27-3
tert-Butyl acrylate

: 1258975-34-6
2-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-3-methyl-4,5,6,7-tetrahydro-2H-pyrazolo[4,3-c]-pyridine

: 1258976-17-8
1,1-dimethylethyl 3-[2-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-3-methyl-2,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridin-5-yl]propanoate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1021/acs.jmedchem.5b01512

Reference yield:

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

: 1258976-17-8
1,1-dimethylethyl 3-[2-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-3-methyl-2,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridin-5-yl]propanoate

Guidance literature:: Multi-step reaction with 4 steps

1: hydrazine hydrate / isopropyl alcohol / 16 h / 105 °C / Inert atmosphere

2: acetic acid / ethanol / Microwave irradiation

3: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

4: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 16 h / 20 °C

With hydrazine hydrate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In ethanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/acs.jmedchem.5b01512

Reference yield:

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

: 1258976-17-8
1,1-dimethylethyl 3-[2-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-3-methyl-2,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridin-5-yl]propanoate

Guidance literature:: Multi-step reaction with 7 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: hydrazine hydrate / isopropyl alcohol / 16 h / 105 °C / Inert atmosphere

5: acetic acid / ethanol / Microwave irradiation

6: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

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

With tert.-butylnitrite; oxalyl dichloride; hydrazine hydrate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; N,N-dimethyl-formamide; trifluoroacetic acid; copper(ll) bromide; trichlorophosphate; In ethanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;
DOI:10.1021/acs.jmedchem.5b01512