1-(7-amino-5-{4-[2-(3,5-di-tert-butyl-phenyl)-ethoxy]-phenyl}-[1,8]naphthyridin-2-yl)-3-butyl-urea

Base Information

• Chemical Name: 1-(7-amino-5-{4-[2-(3,5-di-tert-butyl-phenyl)-ethoxy]-phenyl}-[1,8]naphthyridin-2-yl)-3-butyl-urea
• CAS No.: 858859-73-1
• Molecular Formula: C₃₅H₄₅N₅O₂
• Molecular Weight: 567.775
• Mol file: 858859-73-1.mol

Synonyms:1-(7-amino-5-{4-[2-(3,5-di-tert-butyl-phenyl)-ethoxy]-phenyl}-[1,8]naphthyridin-2-yl)-3-butyl-urea

Chemical Property of 1-(7-amino-5-{4-[2-(3,5-di-tert-butyl-phenyl)-ethoxy]-phenyl}-[1,8]naphthyridin-2-yl)-3-butyl-urea

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(7-amino-5-{4-[2-(3,5-di-tert-butyl-phenyl)-ethoxy]-phenyl}-[1,8]naphthyridin-2-yl)-3-butyl-urea

There total 14 articles about 1-(7-amino-5-{4-[2-(3,5-di-tert-butyl-phenyl)-ethoxy]-phenyl}-[1,8]naphthyridin-2-yl)-3-butyl-urea 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: 95.0%

1-butyl-3-[5-{4-[2-(3,5-di-tert-butyl-phenyl)-ethoxy]-phenyl}-7-(4-methoxy-benzylamino)-[1,8]naphthyridin-2-yl]-urea (858859-72-0) → 1-(7-amino-5-{4-[2-(3,5-di-tert-butyl-phenyl)-ethoxy]-phenyl}-[1,8]naphthyridin-2-yl)-3-butyl-urea (858859-73-1)

Guidance literature:

With trifluoroacetic acid; at 50 ℃; for 5h;

DOI:10.1021/ol050987f

Reference yield:

3,5-di-tert-butylbenzyl bromide (62938-08-3) → 1-(7-amino-5-{4-[2-(3,5-di-tert-butyl-phenyl)-ethoxy]-phenyl}-[1,8]naphthyridin-2-yl)-3-butyl-urea (858859-73-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 60 percent / dimethylsulfoxide / 20 h / 20 °C

2.1: 88 percent / aq. KOH / tetrahydrofuran; ethanol / 192 h / 100 °C

3.1: 92 percent / LiAlH₄ / ethanol / 3 h / Heating

4.1: 95 percent / pyridine / 18 h / 0 °C

5.1: BBr₃ / CH₂Cl₂ / 0 - 20 °C

5.2: K₂CO₃ / dimethylformamide / 12 h / 70 °C

5.3: 550 mg / pyridine / 48 h / 100 °C

6.1: 83 percent / pyridine / 12 h / 50 °C

7.1: 95 percent / TFA / 5 h / 50 °C

With pyridine; potassium hydroxide; lithium aluminium tetrahydride; boron tribromide; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide;

DOI:10.1021/ol050987f

Reference yield:

2-(3,5-di-tert-butylphenyl)ethanol (858859-67-3) → 1-(7-amino-5-{4-[2-(3,5-di-tert-butyl-phenyl)-ethoxy]-phenyl}-[1,8]naphthyridin-2-yl)-3-butyl-urea (858859-73-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 95 percent / pyridine / 18 h / 0 °C

2.1: BBr₃ / CH₂Cl₂ / 0 - 20 °C

2.2: K₂CO₃ / dimethylformamide / 12 h / 70 °C

2.3: 550 mg / pyridine / 48 h / 100 °C

3.1: 83 percent / pyridine / 12 h / 50 °C

4.1: 95 percent / TFA / 5 h / 50 °C

With pyridine; boron tribromide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/ol050987f

upstream raw materials:

1-butyl-3-[5-{4-[2-(3,5-di-tert-butyl-phenyl)-ethoxy]-phenyl}-7-(4-methoxy-benzylamino)-[1,8]naphthyridin-2-yl]-urea

2-(3,5-di-tert-butylphenyl)ethanol

7-amino-4-(4-methoxy-phenyl)-1H-[1,8]naphthyridin-2-one

N-[5-(4-methoxy-phenyl)-7-oxo-7,8-dihydro-[1,8]naphthyridin-2-yl]-acetamide