O-DeMethyl Vandetanib

Base Information

• Chemical Name: O-DeMethyl Vandetanib
• CAS No.: 910298-60-1
• Molecular Formula: C₂₁H₂₂BrFN₄O₂
• Molecular Weight: 461.334
• Mol file: 910298-60-1.mol

Synonyms:O-DeMethyl Vandetanib;4-[(4-BroMo-2-fluorophenyl)aMino]-7-[(1-Methyl-4-piperidinyl)Methoxy]-6-quinazolinol;O-Desmethyl Vandetanib

Chemical Property of O-DeMethyl Vandetanib

Chemical Property:

• Melting Point: 223-225 °C
• Boiling Point: 554.0±50.0 °C(Predicted)
• PKA: 8.18±0.40(Predicted)
• PSA: 70.51000
• Density: 1.476±0.06 g/cm3(Predicted)
• LogP: 4.71210

Purity/Quality:

97% ^*data from raw suppliers

O-Demethyl Vandetanib ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A metabolite of Vandetanib (V097100).

Technology Process of O-DeMethyl Vandetanib

There total 7 articles about O-DeMethyl Vandetanib 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: 17.0%

vandetanib (443913-73-3) → 4-((4-bromo-2-fluorophenyl)amino)-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-6-ol (910298-60-1)

Guidance literature:

With pyridine hydrochloride; at 190 - 200 ℃; for 1.33333h;

DOI:10.1016/j.bmcl.2011.04.049

Reference yield:

4-bromo-2-fluoroaniline (367-24-8) → 4-((4-bromo-2-fluorophenyl)amino)-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-6-ol (910298-60-1)

Guidance literature:

Multi-step reaction with 6 steps

1: hydrogenchloride / isopropyl alcohol / 2 h / Reflux

2: trifluoroacetic acid / 1 h / Reflux

3: potassium carbonate / N,N-dimethyl-formamide / 20 - 90 °C

4: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

5: sodium triacetoxyborohydride; acetic acid / methanol; dichloromethane; water / 2 h / 20 °C

6: pyridine hydrochloride / 1.33 h / 190 - 200 °C

With hydrogenchloride; sodium triacetoxyborohydride; pyridine hydrochloride; potassium carbonate; acetic acid; trifluoroacetic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1016/j.bmcl.2011.04.049

Reference yield:

7-benzyloxy-4-chloro-6-methoxyquinazoline (162364-72-9) → 4-((4-bromo-2-fluorophenyl)amino)-7-((1-methylpiperidin-4-yl)methoxy)quinazolin-6-ol (910298-60-1)

Guidance literature:

Multi-step reaction with 6 steps

1: hydrogenchloride / isopropyl alcohol / 2 h / Reflux

2: trifluoroacetic acid / 1 h / Reflux

3: potassium carbonate / N,N-dimethyl-formamide / 20 - 90 °C

4: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

5: sodium triacetoxyborohydride; acetic acid / methanol; dichloromethane; water / 2 h / 20 °C

6: pyridine hydrochloride / 1.33 h / 190 - 200 °C

With hydrogenchloride; sodium triacetoxyborohydride; pyridine hydrochloride; potassium carbonate; acetic acid; trifluoroacetic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1016/j.bmcl.2011.04.049

upstream raw materials:

4-bromo-2-fluoroaniline

7-benzyloxy-4-chloro-6-methoxyquinazoline

4-(4-bromo-2-fluorophenylamino)-7-hydroxy-6-methoxyquinazoline

7-(benzyloxy)-N-(4-bromo-2-fluorophenyl)-6-methoxyquinazolin-4-amine hydrochloride

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