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

Base Information

Chemical Name:N-(Cyclopropylmethyl)-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-2,6-dimethyl-N-(tetrahydro-2H-pyran-4-ylmethyl)pyrazolo[5,1-b][1,3]thiazole-7-amine
CAS No.:1290126-66-7
Molecular Formula:C₂₇H₃₇N₃O₄S
Molecular Weight:499.674
Hs Code.:

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

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

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

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

There total 11 articles about N-(Cyclopropylmethyl)-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-2,6-dimethyl-N-(tetrahydro-2H-pyran-4-ylmethyl)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:

: C₂₆H₃₄BrN₃O₄S

: 544-97-8
dimethyl zinc(II)

: 1290126-66-7
N-(Cyclopropylmethyl)-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-2,6-dimethyl-N-(tetrahydro-2H-pyran-4-ylmethyl)pyrazolo[5,1-b][1,3]thiazole-7-amine

Guidance literature:: With bis(tri-t-butylphosphine)palladium⁽⁰⁾; In 1,4-dioxane; hexane; at 65 ℃; for 1h; Inert atmosphere;
DOI:10.1021/jm300864p

Reference yield:

: 52197-84-9
1-(6-methylpyrazolo[5,1-b][1,3]thiazol-7-yl)ethanone

: 1290126-66-7
N-(Cyclopropylmethyl)-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-2,6-dimethyl-N-(tetrahydro-2H-pyran-4-ylmethyl)pyrazolo[5,1-b][1,3]thiazole-7-amine

Guidance literature:: Multi-step reaction with 10 steps

1.1: hydrogenchloride; sodium nitrite / water / 0 - 20 °C

2.1: hydrogenchloride; zinc / 1.25 h / 20 °C

3.1: triethylamine / dichloromethane / 20 °C

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

4.2: 2 h / -78 - 20 °C

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

6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 °C

7.1: trifluoroacetic acid / dichloromethane / 20 °C

8.1: sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C

9.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C

9.2: 1 h / -78 - 20 °C

10.1: bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,4-dioxane; hexane / 1 h / 65 °C / Inert atmosphere

With hydrogenchloride; n-butyllithium; bis(tri-t-butylphosphine)palladium⁽⁰⁾; palladium diacetate; sodium tris(acetoxy)borohydride; sodium hydride; potassium carbonate; triethylamine; triphenylphosphine; trifluoroacetic acid; zinc; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; hexane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; 5.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/jm300864p

Reference yield:

: 1290127-79-5
tert-butyl (6-methylpyrazolo[5,1-b][1,3]thiazol-7-yl)carbamate

: 1290126-66-7
N-(Cyclopropylmethyl)-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-2,6-dimethyl-N-(tetrahydro-2H-pyran-4-ylmethyl)pyrazolo[5,1-b][1,3]thiazole-7-amine

Guidance literature:: Multi-step reaction with 7 steps

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

1.2: 2 h / -78 - 20 °C

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

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 °C

4.1: trifluoroacetic acid / dichloromethane / 20 °C

5.1: sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C

6.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C

6.2: 1 h / -78 - 20 °C

7.1: bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,4-dioxane; hexane / 1 h / 65 °C / Inert atmosphere

With n-butyllithium; bis(tri-t-butylphosphine)palladium⁽⁰⁾; palladium diacetate; sodium tris(acetoxy)borohydride; sodium hydride; potassium carbonate; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; hexane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; 2.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/jm300864p