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

Base Information

• Chemical Name: 3,4-Dihydro-2H-pyrano[3,2-b]pyridine
• CAS No.: 70381-92-9
• Molecular Formula: C₈H₉NO
• Molecular Weight: 135.166
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID50500040
• Wikidata: Q82351374
• Mol file: 70381-92-9.mol

Synonyms:3,4-Dihydro-2H-pyrano[3,2-b]pyridine;70381-92-9;3,4-Dihydro-2H-pyrano(3,2-b)pyridine;dihydropyranopyridine;2H-Pyrano[3,2-b]pyridine, 3,4-dihydro-;SCHEMBL13573;DTXSID50500040;XNARZJQXBMWIQU-UHFFFAOYSA-N;VCA38192;MFCD13176054;AKOS006334750;SB38393;AS-42532;CS-0322592;FT-0681654;A866617;3,4-Dihydro-2H-pyrano[3,2-b]pyridine, AldrichCPR

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

Chemical Property:

• Boiling Point: 227.407 °C at 760 mmHg
• PKA: 6.18±0.20(Predicted)
• Flash Point: 82.684 °C
• PSA: 22.12000
• Density: 1.121 g/cm³
• LogP: 1.40660
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• 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[3,2-b]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=CC=N2)OC1
• Uses: 3,4-Dihydro-2H-pyrano[3,2-b]pyridine is used in an iridium-based photoredox catalytic system for radical conjugate addition of nitrogen heterocycles to alkenes.

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

There total 9 articles about 3,4-Dihydro-2H-pyrano[3,2-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: 84.0%

C8H9BrINO → 2,3-dihydro-4H-pyrano<3,2-b>pyridine (70381-92-9)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Reagent/catalyst; Temperature;

Reference yield: 33.0%

3-(allyloxy)-2-iodopyridine → 2,3-dihydro-4H-pyrano<3,2-b>pyridine (70381-92-9) + 3-Methyl-2,3-dihydro-furo[3,2-b]pyridine (634164-29-7)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; In water; dimethyl sulfoxide; at 23 ℃; Irradiation;

DOI:10.1039/c7sc00243b

Reference yield:

2-(3-hydroxypropyl)pyridin-3-ol (70381-91-8) → 2,3-dihydro-4H-pyrano<3,2-b>pyridine (70381-92-9)

Guidance literature:

With hydrogen bromide; at 150 ℃;

upstream raw materials:

2-(3-hydroxypropyl)pyridin-3-ol

(E)-ethyl 3-(3-(benzyloxy)-2-pyridinyl)propenoate

ethyl 3-(3-hydroxy-2-pyridinyl)propanoate

3-hydroxy-2-hydroxymethylpyridine

Downstream raw materials:

N-(3-chloro-4-fluorophenyl)-6-(3-(hexahydro-2H-pyrano[3,2-b]pyridin-5(3H)-yl)propoxy)-7-methoxyquinazolin-4-amine

2-phenyl-3,4-dihydropyrano<2,3,4-hi>indolizine