3-(3-methyl-1,2,4-oxadiazol-5-yl)-1-azabicyclo[2.2.1]heptane

Base Information

• Chemical Name: 3-(3-methyl-1,2,4-oxadiazol-5-yl)-1-azabicyclo[2.2.1]heptane
• CAS No.: 121564-89-4
• Molecular Formula: C9H13 N3 O
• Molecular Weight: 179.222
• Mol file: 121564-89-4.mol

Synonyms:1-Azabicyclo[2.2.1]heptane,3-(3-methyl-1,2,4-oxadiazol-5-yl)-, exo-; L 670548

Chemical Property of 3-(3-methyl-1,2,4-oxadiazol-5-yl)-1-azabicyclo[2.2.1]heptane

Chemical Property:

• Vapor Pressure: 0.00114mmHg at 25°C
• Boiling Point: 300.2°Cat760mmHg
• Flash Point: 135.3°C
• PSA: 42.16000
• Density: 1.25g/cm³
• LogP: 0.73500

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(3-methyl-1,2,4-oxadiazol-5-yl)-1-azabicyclo[2.2.1]heptane

There total 18 articles about 3-(3-methyl-1,2,4-oxadiazol-5-yl)-1-azabicyclo[2.2.1]heptane 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: 50.0%

exo-3-carbomethoxy-1-azabicylo<2.2.1>heptane hydrogen oxalate (115594-67-7,129594-82-7,129595-01-3,133963-78-7,133963-80-1) + N-hydroxyacetamidine (118493-85-9,117771-39-8,1141922-26-0,1429624-21-4) → exo-3-(3-methyl-1,2,4-oxadiazol-5-yl)-1-azabicylo<2.2.1>heptane (118796-70-6,121564-89-4,121564-90-7,133943-40-5,133989-15-8,138456-85-6,138456-86-7,150408-36-9) + endo-3-(3-methyl-1,2,4-oxadiazol-5-yl)-1-azabicylo<2.2.1>heptane (118796-70-6,121564-89-4,121564-90-7,133943-40-5,133989-15-8,138456-85-6,138456-86-7,150408-36-9)

Guidance literature:

With 4 A molecular sieve; sodium hydride; Yield given. Multistep reaction; 1.) THF, 60 deg C, 1 h, 2.) reflux, 1.5 h;

DOI:10.1021/jm00172a003

Reference yield: 50.0%

exo-3-carbomethoxy-1-azabicylo<2.2.1>heptane hydrogen oxalate (115594-67-7,129594-82-7,129595-01-3,133963-78-7,133963-80-1) + N-hydroxyacetamidine (118493-85-9,117771-39-8,1141922-26-0,1429624-21-4) → exo-3-(3-methyl-1,2,4-oxadiazol-5-yl)-1-azabicylo<2.2.1>heptane (118796-70-6,121564-89-4,121564-90-7,133943-40-5,133989-15-8,138456-85-6,138456-86-7,150408-36-9) + endo-3-(3-methyl-1,2,4-oxadiazol-5-yl)-1-azabicylo<2.2.1>heptane (118796-70-6,121564-89-4,121564-90-7,133943-40-5,133989-15-8,138456-85-6,138456-86-7,150408-36-9)

Guidance literature:

With 4 A molecular sieve; sodium hydride; Yield given. Multistep reaction; 1.) THF, 60 deg C, 1 h, 2.) reflux, 1.5 h;

DOI:10.1021/jm00172a003

Reference yield: 50.0%

exo-methyl 1-azabicyclo<2.2.1>heptane-3-carboxylate (121564-88-3) + acetamide oxime (118493-85-9,117771-39-8,1141922-26-0,1429624-21-4) → exo-3-(3-methyl-1,2,4-oxadiazol-5-yl)-1-azabicyclo<2.2.1>heptane (121564-89-4) + (1S,3R,4S)-3-(3-Methyl-[1,2,4]oxadiazol-5-yl)-1-aza-bicyclo[2.2.1]heptane

Guidance literature:

With molecular sieve; sodium hydride; In tetrahydrofuran; for 1.5h; Heating;

DOI:10.1039/c39880001618

upstream raw materials:

exo-3-carbomethoxy-1-azabicylo<2.2.1>heptane hydrogen oxalate

N-hydroxyacetamidine

exo-methyl 1-azabicyclo<2.2.1>heptane-3-carboxylate

acetamide oxime

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