4-Acetoxy-8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine

Base Information

• Chemical Name: 4-Acetoxy-8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine
• CAS No.: 59468-84-7
• Molecular Formula: C20H15ClFN3O2
• Molecular Weight: 383.8
• DSSTox Substance ID: DTXSID60574277
• Mol file: 59468-84-7.mol

Synonyms:59468-84-7;4-Acetoxy Midazolam;4-Acetoxy-8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine;SCHEMBL7308774;DTXSID60574277;AKOS030242510;AB31204;[8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepin-4-yl] acetate;8-Chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepin-4-yl acetate

Chemical Property of 4-Acetoxy-8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine

Chemical Property:

• Melting Point: 200°C
• Boiling Point: 539.4±60.0 °C(Predicted)
• PKA: 5.23±0.60(Predicted)
• PSA: 56.48000
• Density: 1.39±0.1 g/cm3(Predicted)
• LogP: 3.82150
• Storage Temp.: Controlled Substance, -20?C Freezer
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 383.0836826
• Heavy Atom Count: 27
• Complexity: 604

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=NC=C2N1C3=C(C=C(C=C3)Cl)C(=NC2OC(=O)C)C4=CC=CC=C4F
• Uses: An intermediate in the synthesis of CYP3A4, a metabolite of Midazolam A metabolite of Midazolam (M343000).

Technology Process of 4-Acetoxy-8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine

There total 5 articles about 4-Acetoxy-8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine 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:

8-Chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine 5-oxide (59468-83-6) → 4-acetoxymidazolam (59468-84-7)

Guidance literature:

In dichloromethane; acetic anhydride; ethyl acetate;

Reference yield:

acetic anhydride (108-24-7) + 8-Chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine 5-oxide (59468-83-6) → 4-acetoxymidazolam (59468-84-7)

Guidance literature:

at 95 - 105 ℃;

Reference yield:

Midazolam (59467-70-8) → 4-acetoxymidazolam (59468-84-7)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane

2: dichloromethane; acetic anhydride; ethyl acetate

In dichloromethane; acetic anhydride; ethyl acetate;

upstream raw materials:

8-Chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine 5-oxide

Midazolam

(7-chloro-5-(2-fluorophenyl)-2,3-dihydro-1H-benzo[e][1,4]diazepin-2-yl)methanamine

1-acetyl-2-(acetylamino-methyl)-7-chloro-5-(2-fluoro-phenyl)-2,3-dihydro-1H-benzo[e][1,4]diazepine

Downstream raw materials:

4-hydroxymidazolam

Refernces

• 1、 -. "Imidazodiazepines and processes therefor". . . Retrieved 2008/06/13.