2H-Pyrano[3,2-b]pyridin-4-ol, 3,4-dihydro- (9CI)

Base Information

• Chemical Name: 2H-Pyrano[3,2-b]pyridin-4-ol, 3,4-dihydro- (9CI)
• CAS No.: 754149-09-2
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.165
• Hs Code.: 2934999090
• Mol file: 754149-09-2.mol

Synonyms:2H-Pyrano[3,2-b]pyridin-4-ol, 3,4-dihydro- (9CI);3,4-Dihydro-2H-pyrano[3,2-b]pyridin-4-ol;

Chemical Property of 2H-Pyrano[3,2-b]pyridin-4-ol, 3,4-dihydro- (9CI)

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.591
• Boiling Point: 299.026 °C at 760 mmHg
• Flash Point: 134.647 °C
• PSA: 42.35000
• Density: 1.286 g/cm³
• LogP: 0.89750

Purity/Quality:

97% ^*data from raw suppliers

2H-Pyrano[3,2-b]pyridin-4-ol,3,4-dihydro-(9CI) 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2H-Pyrano[3,2-b]pyridin-4-ol, 3,4-dihydro- (9CI)

There total 5 articles about 2H-Pyrano[3,2-b]pyridin-4-ol, 3,4-dihydro- (9CI) 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: 90.0%

2,3-dihydro-4H-pyrano[3,2-b]pyridine-4-one (405174-48-3) → C8H9NO2 (754149-09-2)

Guidance literature:

With methanol; sodium tetrahydroborate; at 25 ℃;

Reference yield:

2-bromo-pyridin-3-ol (6602-32-0) → C8H9NO2 (754149-09-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 °C / Heating / reflux

2.1: tetraethylammonium chloride; potassium acetate / palladium diacetate; triphenylphosphine / N,N-dimethyl-formamide / 105 °C

3.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide; tert-butyl alcohol / dichloromethane / 20 °C

4.1: sodium periodate / tetrahydrofuran; water / 2.5 h / 20 °C

5.1: sodium tetrahydroborate / methanol / 20 °C

5.2: 0.5 h

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; di-isopropyl azodicarboxylate; tetraethylammonium chloride; potassium acetate; 4-methylmorpholine N-oxide; triphenylphosphine; tert-butyl alcohol; palladium diacetate; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; 1.1: Mitsunobu reaction / 2.1: Intramolecular Heck cyclization;

Reference yield:

2-bromo-3-(but-3-en-1-yloxy)pyridine (405174-45-0) → C8H9NO2 (754149-09-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tetraethylammonium chloride; potassium acetate / palladium diacetate; triphenylphosphine / N,N-dimethyl-formamide / 105 °C

2.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide; tert-butyl alcohol / dichloromethane / 20 °C

3.1: sodium periodate / tetrahydrofuran; water / 2.5 h / 20 °C

4.1: sodium tetrahydroborate / methanol / 20 °C

4.2: 0.5 h

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; tetraethylammonium chloride; potassium acetate; 4-methylmorpholine N-oxide; tert-butyl alcohol; palladium diacetate; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; 1.1: Intramolecular Heck cyclization;

upstream raw materials:

2,3-dihydro-4H-pyrano[3,2-b]pyridine-4-one

2-bromo-pyridin-3-ol

2-bromo-3-(but-3-en-1-yloxy)pyridine

4-methylene-3,4-dihydro-2H-pyrano[3,2-b]pyridine

Downstream raw materials:

C₁₇H₁₇BrN₂O₂