4-Chloro-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazoline

Base Information

• Chemical Name: 4-Chloro-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazoline
• CAS No.: 264208-72-2
• Molecular Formula: C16H20 Cl N3 O2
• Molecular Weight: 321.807
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10472532
• Wikidata: Q72454703
• Mol file: 264208-72-2.mol

Synonyms:264208-72-2;4-Chloro-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazoline;4-chloro-6-methoxy-7-[(1-methylpiperidin-4-yl)methoxy]quinazoline;4-CHLORO-6-METHOXY-7-[(1-METHYL-4-PIPERIDINYL)METHOXY]-QUINAZOLINE;SCHEMBL1613217;DTXSID10472532;XAVZTXQALXOZJS-UHFFFAOYSA-N;4-Chloro-7-[N-methylpiperidin-4-ylmethoxy]-6-methoxyquinazoline;BCP12778;AKOS022174976;AC-26961;FT-0727936;F95490;4-Chloro-6-methoxy-7-(1-methyl-piperidin-4-ylmethoxy)-quinazoline;4-chloro-6-methoxy-7-(1-methylpiperidin-4-yl)methoxyquinazoline;4-chloro-6-methoxy-7-(1-methylpiperidin-4-ylmethoxy)quinazoline

Chemical Property of 4-Chloro-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazoline

Chemical Property:

• Boiling Point: 446.5±40.0 °C(Predicted)
• PKA: 8.90±0.10(Predicted)
• PSA: 47.48000
• Density: 1.221
• LogP: 2.95030
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 321.1244046
• Heavy Atom Count: 22
• Complexity: 352

Purity/Quality:

99%, ^*data from raw suppliers

4-Chloro-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazoline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC(CC1)COC2=C(C=C3C(=C2)N=CN=C3Cl)OC

Technology Process of 4-Chloro-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazoline

There total 15 articles about 4-Chloro-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazoline 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: 98.0%

6-methoxy-7-[(1-methylpiperidin-4-yl)methoxy]-3,4-dihydroxyquinazolin-4-one (264208-69-7) → 4-chloro-6-methoxy-7-[(1'-methylpiperidin-4'-yl)methoxy]-quinazoline (264208-72-2)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; at 85 ℃; for 1h;

DOI:10.1021/jm011022e

Reference yield: 73.0%

→ 4-chloro-6-methoxy-7-[(1'-methylpiperidin-4'-yl)methoxy]-quinazoline (264208-72-2)

Guidance literature:

Reference yield:

4-hydroxy-3-methoxybenzoic acid methyl ester (3943-74-6) → 4-chloro-6-methoxy-7-[(1'-methylpiperidin-4'-yl)methoxy]-quinazoline (264208-72-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 92 percent / triphenylphosphine; diethyl azodicarboxylate / CH₂Cl₂; toluene / 1 h / 20 °C

2: HCl / dioxane / 1 h / 20 °C

3: 80 percent / formic acid / H₂O / 95 °C

4: nitric acid; trifluoroacetic acid / CH₂Cl₂ / 20 °C

5: hydrogen / palladium on activated carbon / methanol

6: 2-methoxy-ethanol / 2 h / 115 °C

7: oxalyl chloride / CHCl₃; dimethylformamide / Heating

With hydrogenchloride; formic acid; oxalyl dichloride; hydrogen; nitric acid; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; chloroform; 2-methoxy-ethanol; water; N,N-dimethyl-formamide; toluene;

DOI:10.1002/jlcr.998

upstream raw materials:

6-methoxy-7-[(1-methylpiperidin-4-yl)methoxy]-3,4-dihydroxyquinazolin-4-one

4-hydroxy-3-methoxybenzoic acid methyl ester

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

methyl 3-methoxy-4-(1-methylpiperidin-4-ylmethoxy)benzoate

Downstream raw materials:

M 475271

4-(4-bromo-2-fluorophenoxy)-6-methoxy-7-(N-methylpiperidin-4-ylmethoxy)quinazoline

vandetanib

C₂₉H₃₁FN₆O₃

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