tert-butyl N-[3-(4-cyano-2,6-dimethoxy-phenyl)-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl]carbamate

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Chemical Name:tert-butyl N-[3-(4-cyano-2,6-dimethoxy-phenyl)-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl]carbamate
CAS No.:1190854-83-1
Molecular Formula:C₂₀H₂₂N₄O₅S
Molecular Weight:430.484
Hs Code.:

Synonyms:tert-butyl N-[3-(4-cyano-2,6-dimethoxy-phenyl)-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl]carbamate

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Chemical Property of tert-butyl N-[3-(4-cyano-2,6-dimethoxy-phenyl)-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl]carbamate

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Technology Process of tert-butyl N-[3-(4-cyano-2,6-dimethoxy-phenyl)-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl]carbamate

There total 10 articles about tert-butyl N-[3-(4-cyano-2,6-dimethoxy-phenyl)-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl]carbamate 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: 52.0%

: 857285-31-5
(4-cyano-2,6-dimethoxyphenyl)boronic acid

: 1190854-65-9
tert-butyl (3-bromo-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl)carbamate

: 1190854-83-1
tert-butyl N-[3-(4-cyano-2,6-dimethoxy-phenyl)-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl]carbamate

Guidance literature:: With palladium diacetate; potassium carbonate; triphenylphosphine; In 1,2-dimethoxyethane; water; at 90 ℃; for 1.5h; Inert atmosphere;
DOI:10.1021/jm300864p

Reference yield:

: 1290127-88-6
C₂₀H₃₆O₈S₂

: 1190854-83-1
tert-butyl N-[3-(4-cyano-2,6-dimethoxy-phenyl)-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl]carbamate

Guidance literature:: Multi-step reaction with 10 steps

1.1: hydrazine hydrate / ethanol / 13 h / 20 °C

2.1: hydrogenchloride / 1,4-dioxane; water / 4 h / 60 °C

3.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C

4.1: water; sodium hydroxide / ethanol / 2 h / 20 - 80 °C

5.1: hydrogenchloride; water / 1,4-dioxane / 1.5 h / 60 °C

6.1: hydrogenchloride; sodium nitrite / water / 0.5 h / 20 °C / Cooling with ice

7.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethanol / 5 h / 20 °C / 760.05 Torr

8.1: triethylamine / dichloromethane / 11 h / 20 °C

9.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 °C

9.2: 2 h / -78 - 20 °C

10.1: palladium diacetate; potassium carbonate; triphenylphosphine / 1,2-dimethoxyethane; water / 1.5 h / 90 °C / Inert atmosphere

With hydrogenchloride; n-butyllithium; palladium 10% on activated carbon; water; hydrogen; palladium diacetate; potassium carbonate; caesium carbonate; hydrazine hydrate; triethylamine; triphenylphosphine; sodium hydroxide; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; 10.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/jm300864p

Reference yield:

: C₁₂H₂₀N₂O₅S

: 1190854-83-1
tert-butyl N-[3-(4-cyano-2,6-dimethoxy-phenyl)-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl]carbamate

Guidance literature:: Multi-step reaction with 9 steps

1.1: hydrogenchloride / 1,4-dioxane; water / 4 h / 60 °C

2.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C

3.1: water; sodium hydroxide / ethanol / 2 h / 20 - 80 °C

4.1: hydrogenchloride; water / 1,4-dioxane / 1.5 h / 60 °C

5.1: hydrogenchloride; sodium nitrite / water / 0.5 h / 20 °C / Cooling with ice

6.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethanol / 5 h / 20 °C / 760.05 Torr

7.1: triethylamine / dichloromethane / 11 h / 20 °C

8.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 °C

8.2: 2 h / -78 - 20 °C

9.1: palladium diacetate; potassium carbonate; triphenylphosphine / 1,2-dimethoxyethane; water / 1.5 h / 90 °C / Inert atmosphere

With hydrogenchloride; n-butyllithium; palladium 10% on activated carbon; water; hydrogen; palladium diacetate; potassium carbonate; caesium carbonate; triethylamine; triphenylphosphine; sodium hydroxide; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; 9.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/jm300864p