1-(4-{2-[(4-methoxyphenyl)thio]-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl}phenyl)cyclobutanamine

Base Information

• Chemical Name: 1-(4-{2-[(4-methoxyphenyl)thio]-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl}phenyl)cyclobutanamine
• CAS No.: 1374261-32-1
• Molecular Formula: C₃₁H₂₇N₅OS
• Molecular Weight: 517.654
• Mol file: 1374261-32-1.mol

Synonyms:1-(4-{2-[(4-methoxyphenyl)thio]-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl}phenyl)cyclobutanamine

Chemical Property of 1-(4-{2-[(4-methoxyphenyl)thio]-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl}phenyl)cyclobutanamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(4-{2-[(4-methoxyphenyl)thio]-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl}phenyl)cyclobutanamine

There total 7 articles about 1-(4-{2-[(4-methoxyphenyl)thio]-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl}phenyl)cyclobutanamine 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: 15.0%

4-Methoxybenzenethiol (696-63-9) + tert-butyl {1-[4-(2-bromo-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl)phenyl]cyclobutyl}carbamate (1374260-87-3) → 1-(4-{2-[(4-methoxyphenyl)thio]-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl}phenyl)cyclobutanamine (1374261-32-1)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In N,N-dimethyl-formamide; at 160 ℃; for 1h;

Reference yield:

tert-butyl {1-[4-(9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl)phenyl]cyclobutyl}carbamate (1374260-84-0) → 1-(4-{2-[(4-methoxyphenyl)thio]-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl}phenyl)cyclobutanamine (1374261-32-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridinium perbromide hydrobromide / tetrahydrofuran / -78 - 20 °C

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / N,N-dimethyl-formamide / 1 h / 160 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; pyridinium perbromide hydrobromide; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

5H-benzo[e]pyrido[3,2-b][1,4]diazepin-6(11H)-one (885-70-1) → 1-(4-{2-[(4-methoxyphenyl)thio]-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl}phenyl)cyclobutanamine (1374261-32-1)

Guidance literature:

Multi-step reaction with 7 steps

1: Lawessons reagent; pyridine / 18 h / 100 °C

2: 1 h / 95 °C

3: acetic acid / 13 h / 105 °C

4: N-Bromosuccinimide / tetrahydrofuran / 2 h / 0 - 20 °C

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / ethanol; water; toluene / 15 h / Reflux

6: pyridinium perbromide hydrobromide / tetrahydrofuran / -78 - 20 °C

7: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / N,N-dimethyl-formamide / 1 h / 160 °C

With Lawessons reagent; pyridine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; pyridinium perbromide hydrobromide; sodium hydrogencarbonate; potassium carbonate; acetic acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; toluene;

upstream raw materials:

4-Methoxybenzenethiol

tert-butyl {1-[4-(2-bromo-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl)phenyl]cyclobutyl}carbamate

tert-butyl {1-[4-(9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl)phenyl]cyclobutyl}carbamate

5H-benzo[e]pyrido[3,2-b][1,4]diazepin-6(11H)-one