5-(4-Bromophenyl)-3-methyl-1,2,4-oxadiazole

Base Information

• Chemical Name: 5-(4-Bromophenyl)-3-methyl-1,2,4-oxadiazole
• CAS No.: 71566-07-9
• Molecular Formula: C9H7 Br N2 O
• Molecular Weight: 239.07
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70361054
• Nikkaji Number: J971.456A
• Wikidata: Q82143165
• Mol file: 71566-07-9.mol

Synonyms:5-(4-bromophenyl)-3-methyl-1,2,4-oxadiazole;71566-07-9;1,2,4-Oxadiazole, 5-(4-bromophenyl)-3-methyl-;1,2,4-Oxadiazole,5-(4-bromophenyl)-3-methyl-;F2145-0644;SCHEMBL3858388;DTXSID70361054;WCA56607;MFCD03069782;AKOS015957864;FT-0750945;EN300-79263;3-Methyl-5-(4-bromophenyl)-1,2,4-oxadiazole;2-Butenoic acid, 2-cyano-3-(3-methylphenyl)-, ethyl ester

Chemical Property of 5-(4-Bromophenyl)-3-methyl-1,2,4-oxadiazole

Chemical Property:

• Vapor Pressure: 0.000375mmHg at 25°C
• Melting Point: 97 °C
• Boiling Point: 327.9°C at 760 mmHg
• PKA: -0.50±0.25(Predicted)
• Flash Point: 152.1°C
• PSA: 38.92000
• Density: 1.528g/cm³
• LogP: 2.80750
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 237.97418
• Heavy Atom Count: 13
• Complexity: 171

Purity/Quality:

98%min ^*data from raw suppliers

5-(4-Bromophenyl)-3-methyl-1,2,4-oxadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NOC(=N1)C2=CC=C(C=C2)Br
• Uses: 5-(4-Bromophenyl)-3-methyl-1,2,4-oxadiazole is a useful reagent for the preparation of cathepsin k inhibitor.

Technology Process of 5-(4-Bromophenyl)-3-methyl-1,2,4-oxadiazole

There total 4 articles about 5-(4-Bromophenyl)-3-methyl-1,2,4-oxadiazole 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: 40.0%

carbon monoxide (201230-82-2) + 1,4-bromoiodobenzene (589-87-7) + acetamide oxime (118493-85-9,117771-39-8,1141922-26-0,1429624-21-4) → 5-(4-bromophenyl)-3-methyl-1,2,4-oxadiazole (71566-07-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; TEA; In toluene; at 95 ℃; for 15h; under 760 Torr;

DOI:10.1016/S0040-4039(98)00719-9

Reference yield:

p-bromobenzamide (698-67-9) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → 5-(4-bromophenyl)-3-methyl-1,2,4-oxadiazole (71566-07-9)

Guidance literature:

p-bromobenzamide; N,N-dimethyl-formamide dimethyl acetal; at 125 ℃; for 2h;

With sodium hydroxide; hydroxylamine hydrochloride; acetic acid; In 1,4-dioxane; water; at 20 - 90 ℃; for 3.5h;

With potassium carbonate; In 1,4-dioxane; water;

Reference yield:

N'-(4-bromo-benzoyl)-N,N-dimethyl-acetamidine (71565-90-7) → 5-(4-bromophenyl)-3-methyl-1,2,4-oxadiazole (71566-07-9)

Guidance literature:

With sodium hydroxide; hydroxylamine hydrochloride; acetic acid;

DOI:10.1021/jo01337a031

upstream raw materials:

N'-(4-bromo-benzoyl)-N,N-dimethyl-acetamidine

carbon monoxide

1,4-bromoiodobenzene

acetamide oxime

Downstream raw materials:

(2S)-2-methyl-1-(1-methylethyl)-4-({(3S)-1-[4-(3-methyl-1,2,4-oxadiazol-5-yl)phenyl]-3-pyrrolidinyl}carbonyl)piperazine