N-butyl-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-(methylthio)-N-(tetrahydro-2H-pyran-4-yl)pyrazolo[5,1-b][1,3]thiazole-7-amine

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Chemical Name:N-butyl-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-(methylthio)-N-(tetrahydro-2H-pyran-4-yl)pyrazolo[5,1-b][1,3]thiazole-7-amine
CAS No.:1290127-64-8
Molecular Formula:C₂₅H₃₅N₃O₄S₂
Molecular Weight:505.703
Hs Code.:

Synonyms:N-butyl-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-(methylthio)-N-(tetrahydro-2H-pyran-4-yl)pyrazolo[5,1-b][1,3]thiazole-7-amine

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Chemical Property of N-butyl-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-(methylthio)-N-(tetrahydro-2H-pyran-4-yl)pyrazolo[5,1-b][1,3]thiazole-7-amine

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Technology Process of N-butyl-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-(methylthio)-N-(tetrahydro-2H-pyran-4-yl)pyrazolo[5,1-b][1,3]thiazole-7-amine

There total 10 articles about N-butyl-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-(methylthio)-N-(tetrahydro-2H-pyran-4-yl)pyrazolo[5,1-b][1,3]thiazole-7-amine 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:

: 29943-42-8,143562-54-3
Tetrahydro-4H-pyran-4-one

: 1290128-18-5
C₂₅H₃₅N₃O₅S₂

: 1290127-64-8
N-butyl-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-(methylthio)-N-(tetrahydro-2H-pyran-4-yl)pyrazolo[5,1-b][1,3]thiazole-7-amine

Guidance literature:: C₂₅H₃₅N₃O₅S₂; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

Tetrahydro-4H-pyran-4-one; With sodium tris(acetoxy)borohydride; In tetrahydrofuran; at 20 ℃; for 4.5h;

With water; sodium hydroxide; In tetrahydrofuran;

Reference yield:

: 1190854-45-5
1-[2,6-dimethoxy-4-(methoxymethyl)phenyl]ethanone

: 1290127-64-8
N-butyl-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-(methylthio)-N-(tetrahydro-2H-pyran-4-yl)pyrazolo[5,1-b][1,3]thiazole-7-amine

Guidance literature:: Multi-step reaction with 11 steps

1.1: triethylamine; t-butyldimethylsiyl triflate / tetrahydrofuran / Cooling with ice

1.2: 1.5 h

1.3: Cooling with ice

2.1: sodium sulfide / N,N-dimethyl-formamide / 2 h / 90 °C

2.2: 2 h / 20 °C

3.1: hydrogenchloride / isopropyl alcohol; water / 20 h / Reflux

4.1: sodium hydroxide; water / ethanol / 2 h / Reflux

4.2: Cooling with ice

5.1: hydrogenchloride / 1,4-dioxane; water / 13 h / Reflux

6.1: L-proline; sodium hydroxide; copper(l) iodide / dimethyl sulfoxide / 3 h / 140 °C / Microwave irradiation

7.1: lithium aluminium tetrahydride; titanium tetrachloride / tetrahydrofuran / 2 h / -78 - 50 °C

7.2: Cooling with ice

8.1: hydrogenchloride; sodium nitrite / water / 3 h / 0 - 20 °C

8.2: Cooling with ice

8.3: 1 h / 20 °C

9.1: triethylamine / dichloromethane / 15 h / 20 °C

10.1: sodium hydride / N,N-dimethyl-formamide / 1.5 h / 20 °C

11.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

11.2: 4.5 h / 20 °C

With hydrogenchloride; sodium sulfide; copper(l) iodide; lithium aluminium tetrahydride; t-butyldimethylsiyl triflate; water; titanium tetrachloride; sodium hydride; triethylamine; trifluoroacetic acid; L-proline; sodium hydroxide; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield:

: 1290127-99-9
6-bromo-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]pyrazolo[5,1-b][1,3]thiazole-7-carboxylic acid

: 1290127-64-8
N-butyl-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-(methylthio)-N-(tetrahydro-2H-pyran-4-yl)pyrazolo[5,1-b][1,3]thiazole-7-amine

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydrogenchloride / 1,4-dioxane; water / 13 h / Reflux

2.1: L-proline; sodium hydroxide; copper(l) iodide / dimethyl sulfoxide / 3 h / 140 °C / Microwave irradiation

3.1: lithium aluminium tetrahydride; titanium tetrachloride / tetrahydrofuran / 2 h / -78 - 50 °C

3.2: Cooling with ice

4.1: hydrogenchloride; sodium nitrite / water / 3 h / 0 - 20 °C

4.2: Cooling with ice

4.3: 1 h / 20 °C

5.1: triethylamine / dichloromethane / 15 h / 20 °C

6.1: sodium hydride / N,N-dimethyl-formamide / 1.5 h / 20 °C

7.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

7.2: 4.5 h / 20 °C

With hydrogenchloride; copper(l) iodide; lithium aluminium tetrahydride; titanium tetrachloride; sodium hydride; triethylamine; trifluoroacetic acid; L-proline; sodium hydroxide; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;