(R,E)-1¹,2⁶,7-trimethyl-5⁶-((4-methylpiperazin-1-yl)methyl)-5²,5³-dihydro-1¹H,5¹H-11-oxa-4-aza-5(2,1)-benzo[d]imidazola-2-(2,4)-pyridina-1(4,5)-pyrazolacycloundecaphan-3-one

Base Information

• Chemical Name: (R,E)-1¹,2⁶,7-trimethyl-5⁶-((4-methylpiperazin-1-yl)methyl)-5²,5³-dihydro-1¹H,5¹H-11-oxa-4-aza-5(2,1)-benzo[d]imidazola-2-(2,4)-pyridina-1(4,5)-pyrazolacycloundecaphan-3-one
• CAS No.: 2664214-60-0
• Molecular Formula: C₃₀H₃₈N₈O₂
• Molecular Weight: 542.684

Synonyms:

Chemical Property of (R,E)-1¹,2⁶,7-trimethyl-5⁶-((4-methylpiperazin-1-yl)methyl)-5²,5³-dihydro-1¹H,5¹H-11-oxa-4-aza-5(2,1)-benzo[d]imidazola-2-(2,4)-pyridina-1(4,5)-pyrazolacycloundecaphan-3-one

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R,E)-1¹,2⁶,7-trimethyl-5⁶-((4-methylpiperazin-1-yl)methyl)-5²,5³-dihydro-1¹H,5¹H-11-oxa-4-aza-5(2,1)-benzo[d]imidazola-2-(2,4)-pyridina-1(4,5)-pyrazolacycloundecaphan-3-one

There total 16 articles about (R,E)-1¹,2⁶,7-trimethyl-5⁶-((4-methylpiperazin-1-yl)methyl)-5²,5³-dihydro-1¹H,5¹H-11-oxa-4-aza-5(2,1)-benzo[d]imidazola-2-(2,4)-pyridina-1(4,5)-pyrazolacycloundecaphan-3-one 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: 72.4%

1-methyl-piperazine (109-01-3) + (R,E)-11,26,7-trimethyl-3-oxo-52,53-dihydro-11H,51H-11-oxa-4-aza-5(2,1)-benzo[d]imidazola-2(2,4)-pyridina-1(4,5)-pyrazolacycloundecaphane-56-carbaldehyde → (R,E)-11,26,7-trimethyl-56-((4-methylpiperazin-1-yl)methyl)-52,53-dihydro-11H,51H-11-oxa-4-aza-5(2,1)-benzo[d]imidazola-2-(2,4)-pyridina-1(4,5)-pyrazolacycloundecaphan-3-one (2664214-60-0)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1021/acs.jmedchem.9b01169

Reference yield:

4-bromo-2-fluoronitrobenzene (321-23-3) → (R,E)-11,26,7-trimethyl-56-((4-methylpiperazin-1-yl)methyl)-52,53-dihydro-11H,51H-11-oxa-4-aza-5(2,1)-benzo[d]imidazola-2-(2,4)-pyridina-1(4,5)-pyrazolacycloundecaphan-3-one (2664214-60-0)

Guidance literature:

Multi-step reaction with 9 steps

1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C

2: triethylamine / dichloromethane / 1 h / 0 - 20 °C

3: potassium carbonate / N,N-dimethyl-formamide / 18 h / 60 °C

4: hydrogen; 1 % platinum and 2% vanadium on carbon / methanol / 16 h / 20 °C / 5171.62 Torr / Autoclave

5: dichloromethane; tert-butyl alcohol / 18 h / 20 °C

6: sodium hydroxide / tetrahydrofuran; water / 0.75 h / 20 °C

7: O‐(1H‐benzotriazol‐1‐yl)‐N,N,N′,N′‐tetramethyluronium tetrafluoroborate; triethylamine / dichloromethane / 0.25 h / 20 °C

8: palladium diacetate; hydrogen; catacxium A; N,N,N,N,-tetramethylethylenediamine / 1,4-dioxane / 24 h / 100 °C / 4137.29 Torr / Inert atmosphere

9: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 6 h / 20 °C

With N,N,N,N,-tetramethylethylenediamine; 1 % platinum and 2% vanadium on carbon; hydrogen; palladium diacetate; sodium tris(acetoxy)borohydride; potassium carbonate; acetic acid; triethylamine; sodium hydroxide; catacxium A; O‐(1H‐benzotriazol‐1‐yl)‐N,N,N′,N′‐tetramethyluronium tetrafluoroborate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1021/acs.jmedchem.9b01169

Reference yield:

(R,E)-56-bromo-11,26,7-trimethyl-52,53-dihydro-11H,51H-11-oxa-4-aza-5(2,1)-benzo[d]imidazola-2(2,4)-pyridina-1-(4,5)-pyrazolacycloundecaphan-3-one → (R,E)-11,26,7-trimethyl-56-((4-methylpiperazin-1-yl)methyl)-52,53-dihydro-11H,51H-11-oxa-4-aza-5(2,1)-benzo[d]imidazola-2-(2,4)-pyridina-1(4,5)-pyrazolacycloundecaphan-3-one (2664214-60-0)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium diacetate; hydrogen; catacxium A; N,N,N,N,-tetramethylethylenediamine / 1,4-dioxane / 24 h / 100 °C / 4137.29 Torr / Inert atmosphere

2: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 6 h / 20 °C

With N,N,N,N,-tetramethylethylenediamine; hydrogen; palladium diacetate; sodium tris(acetoxy)borohydride; acetic acid; catacxium A; In 1,4-dioxane; dichloromethane;

DOI:10.1021/acs.jmedchem.9b01169

upstream raw materials:

1-methyl-piperazine

2-chloro-6-methyl-isonicotinic acid methyl ester

4-bromo-2-fluoronitrobenzene

(R)-5-amino-4-methylpentan-1-ol hydrochloride

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