7-Bromo-2-oxo-5-(pyridin-2-yl)-2,3-dihydro-1H-1,4-benzodiazepin-3-yl acetate

Base Information

• Chemical Name: 7-Bromo-2-oxo-5-(pyridin-2-yl)-2,3-dihydro-1H-1,4-benzodiazepin-3-yl acetate
• CAS No.: 13132-88-2
• Molecular Formula: C16H12BrN3O3
• Molecular Weight: 374.19
• DSSTox Substance ID: DTXSID90507417
• Mol file: 13132-88-2.mol

Synonyms:13132-88-2;7-Bromo-2-oxo-5-(pyridin-2-yl)-2,3-dihydro-1H-1,4-benzodiazepin-3-yl acetate;3-Acetoxy Bromazepam;(7-bromo-2-oxo-5-pyridin-2-yl-1,3-dihydro-1,4-benzodiazepin-3-yl) acetate;DTXSID90507417;7-Bromo-2-oxo-5-(pyridin-2-yl)-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl acetate

Chemical Property of 7-Bromo-2-oxo-5-(pyridin-2-yl)-2,3-dihydro-1H-1,4-benzodiazepin-3-yl acetate

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 373.00620
• Heavy Atom Count: 23
• Complexity: 511

Purity/Quality:

97% ^*data from raw suppliers

3-Acetoxy bromazepam ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1C(=O)NC2=C(C=C(C=C2)Br)C(=N1)C3=CC=CC=N3
• Uses: Intermediate in the preparation of Bromazepam metabolites.

Technology Process of 7-Bromo-2-oxo-5-(pyridin-2-yl)-2,3-dihydro-1H-1,4-benzodiazepin-3-yl acetate

There total 6 articles about 7-Bromo-2-oxo-5-(pyridin-2-yl)-2,3-dihydro-1H-1,4-benzodiazepin-3-yl acetate 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:

2-(2'-hexaminiumacetyl)amino-5'-bromobenzoylpyridine bromide (77616-96-7) → 7-bromo-1,3-dihydro-3-acetoxy-5-(2'-pyridyl)-2H-1,4-benzodiazepin-2-one (13132-88-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 84.6 percent / ethanol; H₂O / 24 h / Heating

2: 1.) potassium iodide; 2.) lead tetraacetate / 1.) glacial CH₃COOH, 60 dec C, 15-20 min; 2.) 1 h.

With lead(IV) acetate; potassium iodide; In ethanol; water;

Reference yield:

N,N'-methylenebis<3-(2'-o-pyridoyl-4-bromo)phenyl>-4-imidazolidinone (76895-76-6) → 7-bromo-1,3-dihydro-3-acetoxy-5-(2'-pyridyl)-2H-1,4-benzodiazepin-2-one (13132-88-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 30percent HCl / methanol

2: 79 percent / 15percent ethanolic amonia / ethanol / 24 h / Heating

3: 1.) potassium iodide; 2.) lead tetraacetate / 1.) glacial CH₃COOH, 60 dec C, 15-20 min; 2.) 1 h.

With lead(IV) acetate; hydrogenchloride; ammonia; potassium iodide; In methanol; ethanol;

Reference yield:

3-(2'-pyrido-2''-yl)-4'-bromophenyl-4-imidiazolidinone dihydrochloride (77617-02-8) → 7-bromo-1,3-dihydro-3-acetoxy-5-(2'-pyridyl)-2H-1,4-benzodiazepin-2-one (13132-88-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / 15percent ethanolic amonia / ethanol / 24 h / Heating

2: 1.) potassium iodide; 2.) lead tetraacetate / 1.) glacial CH₃COOH, 60 dec C, 15-20 min; 2.) 1 h.

With lead(IV) acetate; ammonia; potassium iodide; In ethanol;

upstream raw materials:

bromazepam

2-(2'-hexaminiumacetyl)amino-5'-bromobenzoylpyridine bromide

N,N'-methylenebis<3-(2'-o-pyridoyl-4-bromo)phenyl>-4-imidazolidinone

3-(2'-pyrido-2''-yl)-4'-bromophenyl-4-imidiazolidinone dihydrochloride

Downstream raw materials:

7-bromo-1,3-dihydro-3-hydroxy-5-(2'-pyridyl)-2H-1,4-benzodiazepin-2-one

Refernces