3,4-Dihydro-2H-pyrano[2,3-b]pyridine

Base Information

• Chemical Name: 3,4-Dihydro-2H-pyrano[2,3-b]pyridine
• CAS No.: 26267-89-0
• Molecular Formula: C₈H₉NO
• Molecular Weight: 135.166
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60543403
• Wikidata: Q82420264
• Mol file: 26267-89-0.mol

Synonyms:3,4-Dihydro-2H-pyrano[2,3-b]pyridine;26267-89-0;2H,3H,4H-PYRANO[2,3-B]PYRIDINE;2H-PYRANO[2,3-B]PYRIDINE, 3,4-DIHYDRO-;SCHEMBL1006653;DTXSID60543403;BBA26789;MFCD13175950;AKOS024260381;AT22008;SB36275;AS-63679;CS-0099338;EN300-221593

Chemical Property of 3,4-Dihydro-2H-pyrano[2,3-b]pyridine

Chemical Property:

• PSA: 22.12000
• LogP: 1.40660
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 135.068413911
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

97% ^*data from raw suppliers

3,4-dihydro-2H-pyrano[2,3-b]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(N=CC=C2)OC1

Technology Process of 3,4-Dihydro-2H-pyrano[2,3-b]pyridine

There total 8 articles about 3,4-Dihydro-2H-pyrano[2,3-b]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: 79.0%

6-fluoro-3,4-dihydro-2H-pyrano[2,3-b]pyridine (1228666-24-7) → 2,3-dihydropyrano<2,3-b>pyridine (26267-89-0)

Guidance literature:

With 2-methyl-propan-1-ol; methanesulfonato(2-dicyclohexylphosphino -2’,6’-di-i-propoxy-1,1‘-biphenyl)(2’-amino-1,1’-biphenyl-2-yl)palladium(II); sodium tert-pentoxide; In toluene; at 80 ℃; for 18h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00889

Reference yield: 70.0%

2-bromo-3-pyridinepropanol → 2,3-dihydropyrano<2,3-b>pyridine (26267-89-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 - 60 ℃; for 5.5h; Temperature; Reagent/catalyst; Cooling with ice;

Reference yield: 61.0%

3-(4-pentynyloxy)-1,2,4-triazine (105783-92-4) → 2,3-dihydropyrano<2,3-b>pyridine (26267-89-0)

Guidance literature:

In various solvent(s); at 200 ℃; for 5h;

DOI:10.1016/S0040-4039(00)85497-0

upstream raw materials:

2H-pyrano[2,3-b]pyridine

3-(4-pentynyloxy)-1,2,4-triazine

pent-1-yn-5-ol

1-(2-ethoxy-pyridin-3-yl)-propane-1,3-diol

Downstream raw materials:

6-bromo-2,3-dihydropyrano<2,3-b>pyridine