8-allyl-7-fluoro-2-methoxy-1,5-naphthyridine

Base Information

• Chemical Name: 8-allyl-7-fluoro-2-methoxy-1,5-naphthyridine
• CAS No.: 1001322-69-5
• Molecular Formula: C₁₂H₁₁FN₂O
• Molecular Weight: 218.231
• Mol file: 1001322-69-5.mol

Synonyms:

Chemical Property of 8-allyl-7-fluoro-2-methoxy-1,5-naphthyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-allyl-7-fluoro-2-methoxy-1,5-naphthyridine

There total 7 articles about 8-allyl-7-fluoro-2-methoxy-1,5-naphthyridine 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: 100.0%

8-bromo-7-fluoro-2-methoxy-1,5-naphthyridine (724788-70-9) + allyltributylstanane (24850-33-7) → 8-allyl-7-fluoro-2-methoxy-1,5-naphthyridine (1001322-69-5)

Guidance literature:

With cesium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; bis(tri-t-butylphosphine)palladium⁽⁰⁾; at 70 ℃; for 1h;

Reference yield:

2-chloro-6-methoxy-3-nitropyridine (38533-61-8) → 8-allyl-7-fluoro-2-methoxy-1,5-naphthyridine (1001322-69-5)

Guidance literature:

Multi-step reaction with 7 steps

1: bis-triphenylphosphine-palladium(II) chloride / acetonitrile / 65 °C

2: Selectfluor / water; acetonitrile / 20 °C

3: toluene / 50 °C / Inert atmosphere

4: hydrogen; palladium 10% on activated carbon / N,N-dimethyl-formamide / 2 h / 50 °C / 750.08 Torr

5: trifluoroacetic acid / dichloromethane; N,N-dimethyl-formamide / 20 °C

6: phosphorus tribromide / N,N-dimethyl-formamide / 0 - 20 °C

7: bis(tri-tert-butylphosphine)palladium⁽⁰⁾; cesium fluoride / 1,4-dioxane / 1 h / 70 °C

With bis-triphenylphosphine-palladium(II) chloride; bis(tri-tert-butylphosphine)palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; phosphorus tribromide; Selectfluor; cesium fluoride; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

2-(1-ethoxyethylene)-6-methoxy-3-nitropyridine (1075259-74-3) → 8-allyl-7-fluoro-2-methoxy-1,5-naphthyridine (1001322-69-5)

Guidance literature:

Multi-step reaction with 6 steps

1: Selectfluor / water; acetonitrile / 20 °C

2: toluene / 50 °C / Inert atmosphere

3: hydrogen; palladium 10% on activated carbon / N,N-dimethyl-formamide / 2 h / 50 °C / 750.08 Torr

4: trifluoroacetic acid / dichloromethane; N,N-dimethyl-formamide / 20 °C

5: phosphorus tribromide / N,N-dimethyl-formamide / 0 - 20 °C

6: bis(tri-tert-butylphosphine)palladium⁽⁰⁾; cesium fluoride / 1,4-dioxane / 1 h / 70 °C

With bis(tri-tert-butylphosphine)palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; phosphorus tribromide; Selectfluor; cesium fluoride; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;

upstream raw materials:

8-bromo-7-fluoro-2-methoxy-1,5-naphthyridine

allyltributylstanane

2-chloro-6-methoxy-3-nitropyridine

2-(1-ethoxyethylene)-6-methoxy-3-nitropyridine