N-(cyclopropylmethyl)-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-methoxy-N-[(tetrahydro-2H-pyran-3-yl)methyl]pyrazolo[5,1-b][1,3]thiazol-7-amine

Base Information

• Chemical Name: N-(cyclopropylmethyl)-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-methoxy-N-[(tetrahydro-2H-pyran-3-yl)methyl]pyrazolo[5,1-b][1,3]thiazol-7-amine
• CAS No.: 1401964-90-6
• Molecular Formula: C₂₆H₃₅N₃O₅S
• Molecular Weight: 501.647
• Mol file: 1401964-90-6.mol

Synonyms:N-(cyclopropylmethyl)-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-methoxy-N-[(tetrahydro-2H-pyran-3-yl)methyl]pyrazolo[5,1-b][1,3]thiazol-7-amine

Chemical Property of N-(cyclopropylmethyl)-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-methoxy-N-[(tetrahydro-2H-pyran-3-yl)methyl]pyrazolo[5,1-b][1,3]thiazol-7-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(cyclopropylmethyl)-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-methoxy-N-[(tetrahydro-2H-pyran-3-yl)methyl]pyrazolo[5,1-b][1,3]thiazol-7-amine

There total 13 articles about N-(cyclopropylmethyl)-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-methoxy-N-[(tetrahydro-2H-pyran-3-yl)methyl]pyrazolo[5,1-b][1,3]thiazol-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:

tetrahydro-pyran-3-carbaldehyde (77342-93-9) + C20H25N3O4S (1383482-44-7) → N-(cyclopropylmethyl)-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-methoxy-N-[(tetrahydro-2H-pyran-3-yl)methyl]pyrazolo[5,1-b][1,3]thiazol-7-amine (1401964-90-6)

Guidance literature:

With 2-picoline borane complex; acetic acid; In methanol; at 20 ℃;

DOI:10.1021/jm300864p

Reference yield:

C20H36O8S2 (1290127-88-6) → N-(cyclopropylmethyl)-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-methoxy-N-[(tetrahydro-2H-pyran-3-yl)methyl]pyrazolo[5,1-b][1,3]thiazol-7-amine (1401964-90-6)

Guidance literature:

Multi-step reaction with 13 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

11.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1.17 h / 20 °C

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

13.1: 2-picoline borane complex; acetic acid / methanol / 20 °C

With hydrogenchloride; n-butyllithium; 2-picoline borane complex; palladium 10% on activated carbon; water; hydrogen; palladium diacetate; sodium hydride; potassium carbonate; caesium carbonate; hydrazine hydrate; acetic acid; triethylamine; triphenylphosphine; trifluoroacetic acid; sodium hydroxide; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; 10.1: |Suzuki-Miyaura Coupling;

DOI:10.1021/jm300864p

Reference yield:

tert-butyl {3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl}carbamate (1190854-58-0) → N-(cyclopropylmethyl)-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-methoxy-N-[(tetrahydro-2H-pyran-3-yl)methyl]pyrazolo[5,1-b][1,3]thiazol-7-amine (1401964-90-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1.17 h / 20 °C

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

3: 2-picoline borane complex; acetic acid / methanol / 20 °C

With 2-picoline borane complex; sodium hydride; acetic acid; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm300864p

upstream raw materials:

C₂₀H₃₆O₈S₂

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

6-methoxypyrazolo[5,1-b]thiazole-7-carboxylic acid

ethyl 6-oxo-5,6-dihydropyrazolo[5,1-b][1,3]thiazole-7-carboxylate