N-cyclopropyl-4-(7-((((1s,4s)-4-hydroxycyclohexyl)methyl)amino)-5-(pyridin-3-yloxy)pyrazolo[1,5-a]pyrimidin-3-yl)-2-methylbenzamide trifluoroacetate

Base Information

• Chemical Name: N-cyclopropyl-4-(7-((((1s,4s)-4-hydroxycyclohexyl)methyl)amino)-5-(pyridin-3-yloxy)pyrazolo[1,5-a]pyrimidin-3-yl)-2-methylbenzamide trifluoroacetate
• CAS No.: 1610679-11-2
• Molecular Formula: C₂HF₃O₂*C₂₉H₃₂N₆O₃
• Molecular Weight: 626.635
• Mol file: 1610679-11-2.mol

Synonyms:N-cyclopropyl-4-(7-((((1s,4s)-4-hydroxycyclohexyl)methyl)amino)-5-(pyridin-3-yloxy)pyrazolo[1,5-a]pyrimidin-3-yl)-2-methylbenzamide trifluoroacetate

Chemical Property of N-cyclopropyl-4-(7-((((1s,4s)-4-hydroxycyclohexyl)methyl)amino)-5-(pyridin-3-yloxy)pyrazolo[1,5-a]pyrimidin-3-yl)-2-methylbenzamide trifluoroacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-cyclopropyl-4-(7-((((1s,4s)-4-hydroxycyclohexyl)methyl)amino)-5-(pyridin-3-yloxy)pyrazolo[1,5-a]pyrimidin-3-yl)-2-methylbenzamide trifluoroacetate

There total 10 articles about N-cyclopropyl-4-(7-((((1s,4s)-4-hydroxycyclohexyl)methyl)amino)-5-(pyridin-3-yloxy)pyrazolo[1,5-a]pyrimidin-3-yl)-2-methylbenzamide trifluoroacetate 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:

cis-4-hydroxycyclohexanecarboxylic acid (3685-26-5,17419-81-7,3685-22-1) → N-cyclopropyl-4-(7-((((1s,4s)-4-hydroxycyclohexyl)methyl)amino)-5-(pyridin-3-yloxy)pyrazolo[1,5-a]pyrimidin-3-yl)-2-methylbenzamide trifluoroacetate (1610679-11-2)

Guidance literature:

Multi-step reaction with 6 steps

1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 21 h / 20 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 60 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

4: potassium carbonate / N,N-dimethyl-formamide / 20 °C

5: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran / Inert atmosphere; Microwave irradiation

6: Microwave irradiation

With potassium phosphate; lithium aluminium tetrahydride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 5: |Suzuki-Miyaura Coupling;

DOI:10.1021/acsmedchemlett.5b00485

Reference yield:

(1s,4s)-4-(((4-methoxybenzyl)amino)methyl)cyclohexan-1-ol (1610679-34-9) → N-cyclopropyl-4-(7-((((1s,4s)-4-hydroxycyclohexyl)methyl)amino)-5-(pyridin-3-yloxy)pyrazolo[1,5-a]pyrimidin-3-yl)-2-methylbenzamide trifluoroacetate (1610679-11-2)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 20 °C

3: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran / Inert atmosphere; Microwave irradiation

4: Microwave irradiation

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 3: |Suzuki-Miyaura Coupling;

DOI:10.1021/acsmedchemlett.5b00485

Reference yield:

C21H24BrClN4O2 → N-cyclopropyl-4-(7-((((1s,4s)-4-hydroxycyclohexyl)methyl)amino)-5-(pyridin-3-yloxy)pyrazolo[1,5-a]pyrimidin-3-yl)-2-methylbenzamide trifluoroacetate (1610679-11-2)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

2: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran / Inert atmosphere; Microwave irradiation

3: Microwave irradiation

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; 2: |Suzuki-Miyaura Coupling;

DOI:10.1021/acsmedchemlett.5b00485

upstream raw materials:

N-cyclopropyl-2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

cis-4-hydroxycyclohexanecarboxylic acid

(1s,4s)-4-hydroxy-N-(4-methoxybenzyl)cyclohexane-1-carboxamide

(1s,4s)-4-(((4-methoxybenzyl)amino)methyl)cyclohexan-1-ol