Isoxazolo[5,4-b]pyridin-3-amine

Base Information

• Chemical Name: Isoxazolo[5,4-b]pyridin-3-amine
• CAS No.: 92914-74-4
• Molecular Formula: C6H5 N3 O
• Molecular Weight: 135.125
• Hs Code.: 2934999090
• European Community (EC) Number: 862-831-2
• DSSTox Substance ID: DTXSID20377105
• Nikkaji Number: J3.616.352F
• Wikidata: Q82166171
• Mol file: 92914-74-4.mol

Synonyms:isoxazolo[5,4-b]pyridin-3-amine;92914-74-4;isoxazolo[5,4-b]pyridin-3-ylamine;[1,2]oxazolo[5,4-b]pyridin-3-amine;SCHEMBL1724585;DTXSID20377105;NIHLEQFZWNKMEY-UHFFFAOYSA-N;US10888567, Compound 2;BDBM477106;Isoxazolo[5,4-b]pyridine-3-amine;MFCD04117798;STK506283;AKOS000275386;BB 0218932;CS-0068043;FT-0679437;EN300-88546;Isoxazolo[5,4-b]pyridin-3-amine, AldrichCPR;J3.616.352F;2X-0710;A909754;J-521614;F2135-0802

Chemical Property of Isoxazolo[5,4-b]pyridin-3-amine

Chemical Property:

• Vapor Pressure: 0.000111mmHg at 25°C
• Melting Point: 212-214°C
• Boiling Point: 336.6°Cat760mmHg
• Flash Point: 157.4°C
• PSA: 64.94000
• Density: 1.421g/cm³
• LogP: 1.38620
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 135.043261791
• Heavy Atom Count: 10
• Complexity: 130

Purity/Quality:

98%min ^*data from raw suppliers

Isoxazolo[5,4-b]pyridin-3-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 36/37/38-36-25
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(N=C1)ON=C2N

Technology Process of Isoxazolo[5,4-b]pyridin-3-amine

There total 2 articles about Isoxazolo[5,4-b]pyridin-3-amine 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: 81.0%

3-cyano-2-fluoropyridine (3939-13-7) → 2-hydroxy-3-cyanopyridine (20577-27-9,95907-03-2) + 3-aminoisoxazolo[5,4-b]pyridine (92914-74-4)

Guidance literature:

With acetylhydroxamic acid; potassium carbonate; In water; N,N-dimethyl-formamide; at 25 ℃; for 16h; Solvent; Green chemistry;

DOI:10.1039/c6gc01125j

Reference yield: 80.0%

N-((3-cyanopyridin-2-yl)oxy)acetamide → 2-hydroxy-3-cyanopyridine (20577-27-9,95907-03-2) + 3-aminoisoxazolo[5,4-b]pyridine (92914-74-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 25 ℃; for 36h;

DOI:10.1039/c6gc01125j

Reference yield: 82.0%

3-aminoisoxazolo[5,4-b]pyridine (92914-74-4) + benzenesulfonyl chloride (98-09-9) → N-(isoxazolo[5,4-b]pyridin-3-yl-)-N-(phenylsulfonyl)benzenesulfonamide

Guidance literature:

With pyridine; In tetrahydrofuran; at 60 - 65 ℃; for 0.25h; Microwave irradiation;

upstream raw materials:

3-cyano-2-fluoropyridine

Downstream raw materials:

3-(chloroacetylamino)isoxazolo[5,4-b]pyridine

N-(4-(Trifluoromethylthio)benzyl)-isoxazolo[5,4-b]pyridin-3-amine

N-(1-(4-(trifluoromethylthio)phenyl)ethyl)-isoxazolo[5,4-b]pyridin-3-amine

Refernces