6-Hydroxy-3,3,12-trimethylchromeno[5,6-b][1,8]naphthyridin-7-one

Base Information

• Chemical Name: 6-Hydroxy-3,3,12-trimethylchromeno[5,6-b][1,8]naphthyridin-7-one
• CAS No.: 85863-94-1
• Molecular Formula: C₁₈H₁₆N₂O₃
• Molecular Weight: 308.337
• NSC Number: 367785
• DSSTox Substance ID: DTXSID70419600
• Wikidata: Q82230688

Synonyms:85863-94-1;NSC367785;DTXSID70419600;6-hydroxy-3,3,12-trimethylchromeno[5,6-b][1,8]naphthyridin-7-one;NSC-367785

Chemical Property of 6-Hydroxy-3,3,12-trimethylchromeno[5,6-b][1,8]naphthyridin-7-one

Chemical Property:

• Vapor Pressure: 1.2E-12mmHg at 25°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 308.11609238
• Heavy Atom Count: 23
• Complexity: 532

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(C=CC2=C(O1)C=C(C3=C2N(C4=C(C3=O)C=CC=N4)C)O)C

Technology Process of 6-Hydroxy-3,3,12-trimethylchromeno[5,6-b][1,8]naphthyridin-7-one

There total 8 articles about 6-Hydroxy-3,3,12-trimethylchromeno[5,6-b][1,8]naphthyridin-7-one 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:

3-chloro-3-methylbut-1-yne (1111-97-3) + 6,8-dihydroxy-10-methylbenzo<1,8>naphthyridin-5(10H)-one (85864-03-5) → 8-(1',1'-dimethylprop-2-ynyloxy)-6-hydroxy-10-methylbenzo<1,8>naphthyridin-5(10H)-one (85864-04-6) + 6-hydroxy-3,3,12-trimethyl-3,12-dihydrochromeno<5,6-b><1,8>naphthyridin-7-one (85863-94-1) + 5-Hydroxy-2,2,11-trimethyl-2,11-dihydrochromeno<7,6-b><1,8>naphthyridin-6-one (85863-93-0)

Guidance literature:

With potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 70 ℃; for 22h;

Reference yield:

2-chloronicotinic acid (2942-59-8) → 6-hydroxy-3,3,12-trimethyl-3,12-dihydrochromeno<5,6-b><1,8>naphthyridin-7-one (85863-94-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 12 g / copper powder, anhydrous potassium carbonate / dimethylformamide / 3.5 h / Heating

2: 9.5 g / polyphosphoric acid / 3 h / 100 °C

3: 7 g / potassium hydroxide / acetone / 6.5 h / Heating

4: 1.54 g / 47percent hydrobromic acid / acetic acid / 4 h / Heating

5: 161 mg / anhydrous potassium carbonate, potassium iodide / dimethylformamide / 22 h / 70 °C

6: 70 mg / N,N-diethylaniline / 3 h / Heating

With potassium hydroxide; PPA; hydrogen bromide; copper; potassium carbonate; N,N-diethylaniline; potassium iodide; In acetic acid; N,N-dimethyl-formamide; acetone;

Reference yield:

2-(3',5'-dimethoxyanilino)nicotinic acid (85864-05-7) → 6-hydroxy-3,3,12-trimethyl-3,12-dihydrochromeno<5,6-b><1,8>naphthyridin-7-one (85863-94-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 9.5 g / polyphosphoric acid / 3 h / 100 °C

2: 7 g / potassium hydroxide / acetone / 6.5 h / Heating

3: 1.54 g / 47percent hydrobromic acid / acetic acid / 4 h / Heating

4: 161 mg / anhydrous potassium carbonate, potassium iodide / dimethylformamide / 22 h / 70 °C

5: 70 mg / N,N-diethylaniline / 3 h / Heating

With potassium hydroxide; PPA; hydrogen bromide; potassium carbonate; N,N-diethylaniline; potassium iodide; In acetic acid; N,N-dimethyl-formamide; acetone;

upstream raw materials:

3-chloro-3-methylbut-1-yne

6,8-dihydroxy-10-methylbenzo<1,8>naphthyridin-5(10H)-one

8-(1',1'-dimethylprop-2-ynyloxy)-6-hydroxy-10-methylbenzo<1,8>naphthyridin-5(10H)-one

2-chloronicotinic acid

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