2-(3-Phenyl-5-isoxazolyl)pyridine

Base Information

• Chemical Name: 2-(3-Phenyl-5-isoxazolyl)pyridine
• CAS No.: 85903-33-9
• Molecular Formula: C₁₄H₁₀N₂O
• Molecular Weight: 222.246
• DSSTox Substance ID: DTXSID001298703
• Nikkaji Number: J2.935.713G
• Mol file: 85903-33-9.mol

Synonyms:DTXSID001298703;2-(3-Phenyl-5-isoxazolyl)pyridine;85903-33-9

Chemical Property of 2-(3-Phenyl-5-isoxazolyl)pyridine

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 222.079312947
• Heavy Atom Count: 17
• Complexity: 240

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NOC(=C2)C3=CC=CC=N3

Technology Process of 2-(3-Phenyl-5-isoxazolyl)pyridine

There total 20 articles about 2-(3-Phenyl-5-isoxazolyl)pyridine 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: 80.0%

2-ethynylpyridine (1945-84-2) + Benzaldoxime (932-90-1) → 3-phenyl-5-(pyridin-2-yl)isoxazole (85903-33-9)

Guidance literature:

With bis-[(trifluoroacetoxy)iodo]benzene; In methanol; water; at 20 ℃; for 7h; regioselective reaction;

DOI:10.1039/c0cc04646a

Reference yield: 78.0%

(Z)-3-phenyl-3-(phenylamino)-1-(pyridin-2-yl)prop-2-en-1-one → 3-phenyl-5-(pyridin-2-yl)isoxazole (85903-33-9)

Guidance literature:

(Z)-3-phenyl-3-(phenylamino)-1-(pyridin-2-yl)prop-2-en-1-one; With hydroxylamine hydrochloride; sodium carbonate; In methanol; water; at 20 ℃;

With acetic acid; In methanol; water; for 2h; Reflux;

DOI:10.1002/adsc.201900837

Reference yield: 36.0%

2-Phenylpyrido<1,2-b>pyridazinium-4-olate (132396-03-3) → 3-phenyl-5-(pyridin-2-yl)isoxazole (85903-33-9) + 1-amino-1-phenyl-3-(2-pyridyl)prop-1-en-3-one (156457-31-7) + 2-phenyl-5-(2-pyridyl)oxazole + 3,5-diphenyl-2-methylene-2,6-dihydro-pyrido<1',2':2,3>pyridazino<4,5-b><1,4>oxazine

Guidance literature:

In methanol; for 21h; Further byproducts given; Irradiation; λ<280 nm;

DOI:10.1016/S0040-4020(01)85009-2

upstream raw materials:

phenyl(3-(pyridin-2-yl)oxiran-2-yl)methanone

phenyl-(3-pyridin-2-yl-oxiranyl)-methanone oxime

methanol

2-Phenylpyrido<1,2-b>pyridazinium-4-olate

Downstream raw materials:

1-amino-1-phenyl-3-(2-pyridyl)prop-1-en-3-one