N-Boc-N-Desmethyl Imatinib

Base Information

• Chemical Name: N-Boc-N-Desmethyl Imatinib
• CAS No.: 1076199-23-9
• Molecular Formula: C₃₃H₃₇N₇O₃
• Molecular Weight: 579.702
• Mol file: 1076199-23-9.mol

Synonyms:N-Boc-N-Desmethyl Imatinib;4-[[4-[[[4-Methyl-3-[[4-(3-pyridinyl)-2-pyriMidinyl]aMino]phenyl]aMino]carbonyl]phenyl]Methyl]-1-piperazinecarboxylic Acid 1,1-DiMethylethyl Ester;IMatinib IMpurity A

Chemical Property of N-Boc-N-Desmethyl Imatinib

Chemical Property:

• Melting Point: 115-120°C
• PSA: 112.58000
• LogP: 5.91740
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Boc-N-desmethyl imatinib ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Imatinib derivative

Technology Process of N-Boc-N-Desmethyl Imatinib

There total 5 articles about N-Boc-N-Desmethyl Imatinib 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: 72.0%

1-t-Butoxycarbonylpiperazine (57260-71-6) + 4-(chloromethyl)-N-(4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]-amino}phenyl)benzamide (404844-11-7) → tert-butyl 4-(4-((4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)phenyl)carbamoyl)benzyl)piperazine-1-carboxylate (1076199-23-9)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 120 ℃; for 1h; Microwave irradiation;

Reference yield: 22.0%

C26H25N5O3 + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(4-((4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)phenyl)carbamoyl)benzyl)piperazine-1-carboxylate (1076199-23-9)

Guidance literature:

C₂₆H₂₅N₅O₃; With acetic acid; In methanol; for 3h;

1-t-Butoxycarbonylpiperazine; With methanol; sodium tris(acetoxy)borohydride; at 20 ℃; for 16h;

Reference yield:

(4-(4-(tert-butoxycarbonyl)piperazin-1-yl)methyl)benzoic acid (479353-63-4) + 6-methyl-1-N-(4-(pyridin-3-yl)pyrimidin-2-yl)benzene-1,3-diamine (152460-10-1) → tert-butyl 4-(4-((4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)phenyl)carbamoyl)benzyl)piperazine-1-carboxylate (1076199-23-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/acs.jmedchem.8b02007

upstream raw materials:

1-t-Butoxycarbonylpiperazine

4-(chloromethyl)-N-(4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]-amino}phenyl)benzamide

(4-(4-(tert-butoxycarbonyl)piperazin-1-yl)methyl)benzoic acid

6-methyl-1-N-(4-(pyridin-3-yl)pyrimidin-2-yl)benzene-1,3-diamine

Refernces

• 1、 Sun, Weilin,Netzer, William J.,Sinha, Anjana,Gindinova, Katherina,Chang, Emily,Sinha, Subhash C.. "Development of Gleevec Analogues for Reducing Production of β-Amyloid Peptides through Shifting β-Cleavage of Amyloid Precursor Proteins". supporting information. p. 3122 - 3134. Retrieved 2019/04/01.