8-chloro-6-(2-fluorophenyl)-1-methyl-3a,4-dihydro-3H-imidazo[1,5-a][1,4]benzodiazepine

Base Information

• Chemical Name: 8-chloro-6-(2-fluorophenyl)-1-methyl-3a,4-dihydro-3H-imidazo[1,5-a][1,4]benzodiazepine
• CAS No.: 59467-69-5
• Molecular Formula: C18H15 Cl F N3
• Molecular Weight: 327.789
• Hs Code.: 2933990090
• UNII: WP58XDP3TT
• DSSTox Substance ID: DTXSID60452329
• Mol file: 59467-69-5.mol

Synonyms:59467-69-5;8-Chloro-6-(2-fluorophenyl)-1-methyl-3a,4-dihydro-3H-benzo[f]imidazo[1,5-a][1,4]diazepine;8-chloro-6-(2-fluorophenyl)-1-methyl-3a,4-dihydro-3H-imidazo[1,5-a][1,4]benzodiazepine;WP58XDP3TT;8-Chloro-3a,4-dihydro-6-(2-fluorophenyl)-1-methyl-3H-imidazo[1,5-a][1,4]benzo-diazepine;3H-Imidazo(1,5-a)(1,4)benzodiazepine, 8-chloro-6-(2-fluorophenyl)-3a,4-dihydro-1-methyl-;8-Chloro-6-(2-fluorophenyl)-3a,4-dihydro-1-methyl-3H-imidazo(1,5-a)(1,4)benzodiazepine;(3aRS)-8-Chloro-6-(2-fluorophenyl)-1-methyl-3a,4-dihydro-3H-imidazo[1,5-a][1,4]benzodiazepine;Midazolam Imp. I (EP);(3aRS)-8-chloro-6-(2-fluorophenyl)-1-methyl-3a,4-dihydro-3H-imidazo[1,5-a][1,4]benzodiazepine;Midazolam Impurity I;REDUCED MIDAZOLAM;UNII-WP58XDP3TT;Midazolam impurity I [EP];SCHEMBL2969718;DTXSID60452329;BCP24692;AKOS015896554;MIDAZOLAM IMPURITY I [EP IMPURITY];FT-0726224;(Z)-N-(1-(dimethylamino)prop-1-en-2-yl)acetamide

Chemical Property of 8-chloro-6-(2-fluorophenyl)-1-methyl-3a,4-dihydro-3H-imidazo[1,5-a][1,4]benzodiazepine

Chemical Property:

• Melting Point: 144-146 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 453.9±55.0 °C(Predicted)
• PKA: 10.88±0.40(Predicted)
• PSA: 27.96000
• Density: 1.36±0.1 g/cm3(Predicted)
• LogP: 2.87330
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 327.0938533
• Heavy Atom Count: 23
• Complexity: 520

Purity/Quality:

98%Min ^*data from raw suppliers

8-Chloro-6-(2-fluorophenyl)-1-methyl-3a,4-dihydro-3H-benzo[f]imidazo[1,5-a][1,4]diazepine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NCC2N1C3=C(C=C(C=C3)Cl)C(=NC2)C4=CC=CC=C4F

Technology Process of 8-chloro-6-(2-fluorophenyl)-1-methyl-3a,4-dihydro-3H-imidazo[1,5-a][1,4]benzodiazepine

There total 6 articles about 8-chloro-6-(2-fluorophenyl)-1-methyl-3a,4-dihydro-3H-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: 96.2%

Triethyl orthoacetate (78-39-7) + (7-chloro-5-(2-fluorophenyl)-2,3-dihydro-1H-benzo[e][1,4]diazepin-2-yl)methanamine (59467-64-0) → 8-chloro-6-(2-fluoro-phenyl)-1-methyl-3a,4-dihydro-3H-benzo[f]imidazo[1,5-a][1,4]diazepine (59467-69-5)

Guidance literature:

for 3h; Time; Sonication;

Reference yield:

1-acetyl-2-(acetylamino-methyl)-7-chloro-5-(2-fluoro-phenyl)-2,3-dihydro-1H-benzo[e][1,4]diazepine (59469-30-6) → 8-chloro-6-(2-fluoro-phenyl)-1-methyl-3a,4-dihydro-3H-benzo[f]imidazo[1,5-a][1,4]diazepine (59467-69-5)

Guidance literature:

With PPA; In methanol; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; dichloromethane;

Reference yield:

2-aminomethyl-7-chloro-2,3-dihydro-5-(2-fluorophenyl)-1H-1,4-benzodiazepine dimaleate + Triethyl orthoacetate (78-39-7) → 8-chloro-6-(2-fluoro-phenyl)-1-methyl-3a,4-dihydro-3H-benzo[f]imidazo[1,5-a][1,4]diazepine (59467-69-5)

Guidance literature:

2-aminomethyl-7-chloro-2,3-dihydro-5-(2-fluorophenyl)-1H-1,4-benzodiazepine dimaleate; With ammonia; In water; toluene; for 1h;

Triethyl orthoacetate; In toluene; for 4h; Heating / reflux;

upstream raw materials:

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

Triethyl orthoacetate

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

acetic anhydride

Downstream raw materials:

8-chloro-6-(2-fluoro-phenyl)-1-methyl-3a,4,5,6-tetrahydro-3H-benzo[f]imidazo[5,1-a][1,4]diazepine

midazolam

8-chloro-1-ethyl-6-(2-fluoro-phenyl)-4H-benzo[f]imidazo[1,5-a][1,4]diazepine

Midazolam

Refernces

• 1、 -. "PROCESS FOR PRODUCING HIGHLY PURE MIDAZOLAM AND SALTS THEREOF". Page/Page column 5-6. . Retrieved 2009/04/24.
• 2、 -. "Benzophenone glycinamide derivatives". . . Retrieved 2008/06/13.