1-(2-chloro-4-hydroxyphenyl)-3-cyclopropylurea

Base Information

• Chemical Name: 1-(2-chloro-4-hydroxyphenyl)-3-cyclopropylurea
• CAS No.: 796848-79-8
• Molecular Formula: C₁₀H₁₁ClN₂O₂
• Molecular Weight: 226.663
• Mol file: 796848-79-8.mol

Synonyms:lenvaint-I;Levatinib Impurity 9;Lenvatinib Impurity a;Lenvatinib Impurity LFS-A;Lenvatinib Desquinolinyl Impurity;1-(2-chloro-4-hydroxyphenyl)-3-cyclopropylurea;(2-Chloro-4-hydroxyphenyl)-N'-cyclopropyl- urea;N-(2-chloro-4-hydroxyphenyl)-N'-cyclopropyl-Urea;Urea, N-(2-chloro-4-hydroxyphenyl)-N'-cyclopropyl-;(Z)-N-(2-chloro-4-hydroxyphenyl)-N-cyclopropylcarbamimidic acid

Chemical Property of 1-(2-chloro-4-hydroxyphenyl)-3-cyclopropylurea

Chemical Property:

• Boiling Point: 364.6±42.0 °C(Predicted)
• PKA: 9.37±0.31(Predicted)
• PSA: 64.85000
• Density: 1.43±0.1 g/cm3 (20 oC 760 Torr), Calc.*
• LogP: 2.60690
• Storage Temp.: 2-8°C

Purity/Quality:

99%min ^*data from raw suppliers

DesquinolinylLenvatinib ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Desquinolinyl Lenvatinib is a metabolite of Lenvatinib (L329400) which is an orally active inhibitor of multiple receptor tyrosine kinases including VEGF, FGF and SCF receptors.

Technology Process of 1-(2-chloro-4-hydroxyphenyl)-3-cyclopropylurea

There total 6 articles about 1-(2-chloro-4-hydroxyphenyl)-3-cyclopropylurea 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: 91.0%

phenyl N-(2-chloro-4-hydroxyphenyl)carbamate (796848-80-1) + Cyclopropylamine (765-30-0) → 1-(2-chloro-4-hydroxyphenyl)-3-cyclopropyl urea (796848-79-8)

Guidance literature:

In 2-methyltetrahydrofuran; at 10 - 50 ℃; for 3.5h;

Reference yield: 85.0%

4-Amino-3-chlorophenol hydrochloride (52671-64-4) + phenyl chloroformate (1885-14-9) + Cyclopropylamine (765-30-0) → 1-(2-chloro-4-hydroxyphenyl)-3-cyclopropyl urea (796848-79-8)

Guidance literature:

4-Amino-3-chlorophenol hydrochloride; With pyridine; In N,N-dimethyl-formamide; for 0.5h; Cooling with ice;

phenyl chloroformate; In N,N-dimethyl-formamide; for 0.5h;

Cyclopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield: 77.0%

4-amino-3-chlorophenol (17609-80-2) + phenyl chloroformate (1885-14-9) + Cyclopropylamine (765-30-0) → 1-(2-chloro-4-hydroxyphenyl)-3-cyclopropyl urea (796848-79-8)

Guidance literature:

4-amino-3-chlorophenol; phenyl chloroformate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

Cyclopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

upstream raw materials:

phenyl N-(2-chloro-4-hydroxyphenyl)carbamate

Cyclopropylamine

4-amino-3-chlorophenol

N-cyclopropyl-1H-imidazole-1-carboxamide

Downstream raw materials:

4?(4?amino?3?chlorophenoxy)?7?methoxyquinoline?6?carboxamide

Refernces

• 1、 -. "Method for refining Lenvatinib mesylate". Paragraph 0033-0039. . Retrieved 2020/03/02.
• 2、 -. "UREA-SUBSTITUTED AROMATIC RING-LINKED DIOXANE-QUINAZOLINE AND -LINKED DIOXANE-QUINOLINE COMPOUNDS, PREPARATION METHOD THEREFOR AND USE THEREOF". Paragraph 0090-0091. . Retrieved 2020/01/22.