4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine, 5,6-dihydro-(4R)-1,4-dimethyl-8-(2-methyl-2H-1,2,3-triazole-4-yl)-6-(4-chloro-phenyl)

Base Information

• Chemical Name: 4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine, 5,6-dihydro-(4R)-1,4-dimethyl-8-(2-methyl-2H-1,2,3-triazole-4-yl)-6-(4-chloro-phenyl)
• CAS No.: 1407830-91-4
• Molecular Formula: C₂₁H₂₀ClN₇
• Molecular Weight: 405.89
• Mol file: 1407830-91-4.mol

Synonyms:4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine, 5,6-dihydro-(4R)-1,4-dimethyl-8-(2-methyl-2H-1,2,3-triazole-4-yl)-6-(4-chloro-phenyl)

Chemical Property of 4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine, 5,6-dihydro-(4R)-1,4-dimethyl-8-(2-methyl-2H-1,2,3-triazole-4-yl)-6-(4-chloro-phenyl)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine, 5,6-dihydro-(4R)-1,4-dimethyl-8-(2-methyl-2H-1,2,3-triazole-4-yl)-6-(4-chloro-phenyl)

There total 8 articles about 4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine, 5,6-dihydro-(4R)-1,4-dimethyl-8-(2-methyl-2H-1,2,3-triazole-4-yl)-6-(4-chloro-phenyl) 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: 44.5%

4-bromo-2-methyl-2H-1,2,3-triazole (16681-67-7) + (4R)-4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine, 5,6-dihydro-1,4-dimethyl-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(4-chloro-phenyl) (1407834-44-9) → 4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine, 5,6-dihydro-(4R)-1,4-dimethyl-8-(2-methyl-2H-1,2,3-triazole-4-yl)-6-(4-chloro-phenyl) (1407830-91-4)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; at 100 ℃; for 0.5h; under 12901.3 Torr; Microwave irradiation;

Reference yield:

(R)-8-bromo-6-(4-chlorophenyl)-1,4-dimethyl-5,6-dihydro-4Hbenzo[b][1,2,4]triazolo[4,3-d][1,4]diazepine (1407830-61-8) → 4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine, 5,6-dihydro-(4R)-1,4-dimethyl-8-(2-methyl-2H-1,2,3-triazole-4-yl)-6-(4-chloro-phenyl) (1407830-91-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 0.33 h / 110 °C / 12901.3 Torr / Microwave irradiation

2: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; tetrahydrofuran / 0.5 h / 100 °C / 12901.3 Torr / Microwave irradiation

With potassium acetate; potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; N,N-dimethyl-formamide;

Reference yield:

methyl 3-(5-bromo-2-nitrophenylamino)-2-methylpropanoate (1407833-48-0) → 4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine, 5,6-dihydro-(4R)-1,4-dimethyl-8-(2-methyl-2H-1,2,3-triazole-4-yl)-6-(4-chloro-phenyl) (1407830-91-4)

Guidance literature:

Multi-step reaction with 8 steps

1: ammonium chloride; iron / ethanol; water / 2 h / 60 °C

2: sodium / methanol / 0 - 20 °C

3: Lawessons reagent / tetrahydrofuran / 12 h / 80 °C

4: butan-1-ol / 12 h / 130 °C

5: caesium carbonate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 12 h / 110 °C / Inert atmosphere

6: Daicel AD-H / 38 °C / Resolution of racemate

7: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 0.33 h / 110 °C / 12901.3 Torr / Microwave irradiation

8: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; tetrahydrofuran / 0.5 h / 100 °C / 12901.3 Torr / Microwave irradiation

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; Lawessons reagent; potassium acetate; sodium; iron; potassium carbonate; ammonium chloride; caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; toluene; butan-1-ol;

upstream raw materials:

(R)-8-bromo-6-(4-chlorophenyl)-1,4-dimethyl-5,6-dihydro-4Hbenzo[b][1,2,4]triazolo[4,3-d][1,4]diazepine

methyl 3-(5-bromo-2-nitrophenylamino)-2-methylpropanoate

methyl 3-(2-amino-5-bromophenylamino)-2-methylpropanoate

7-bromo-3-methyl-4,5-dihydro-1H-benzo[b][1,4]diazepin-2(3H)-one