PF 04449913

Base Information

• Chemical Name: PF 04449913
• CAS No.: 1095173-27-5
• Molecular Formula: C21H22N6O
• Molecular Weight: 374.445
• Mol file: 1095173-27-5.mol

Synonyms:CS-1041;Glasdegib;EOS-60832;PF 04449913;Glasdegib-D3;Glasdegib-D4;Glasdegib-13C6;Glasdegib-13C,15N;Glasdegib USP/EP/BP;PF04449913; PF 04449913

Chemical Property of PF 04449913

Chemical Property:

• Boiling Point: 633.4±55.0 °C(Predicted)
• PKA: 11.93±0.10(Predicted)
• PSA: 100.33000
• Density: 1.33±0.1 g/cm3(Predicted)
• LogP: 3.60688
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99%, ^*data from raw suppliers

Glasdegib ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Glasdegib acts as a potent, orally biovailablesmoothened (Smo) inhibitor used in the treatment of cancer.

Technology Process of PF 04449913

There total 11 articles about PF 04449913 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: 90.0%

(2R,4R)-2-(1H-benzo[d]imidazol-2-yl)-1-methylpiperidin-4-amine tri-tosylate salt + N-(4-cyanophenyl)-1H-imidazole-1-carboxamide 1H-imidazole complex (1:1) → 1-((2R,4R)-2-(1H-benzo[d]imidazol-2-yl)-1-methylpiperidin-4-yl)-3-(4-cyanophenyl)urea (1095173-27-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol403630g

Reference yield: 75.3%

(2R,4R)-2-(1H-benzo[d]imidazol-2-yl)-1-methylpiperidin-4-amine tri-tosylate salt + phenyl N-(4-cyanophenyl)carbamate → 1-((2R,4R)-2-(1H-benzo[d]imidazol-2-yl)-1-methylpiperidin-4-yl)-3-(4-cyanophenyl)urea (1095173-27-5)

Guidance literature:

With triethylamine; In 2-methyltetrahydrofuran; water; at 45 - 55 ℃; Solvent; Temperature;

Reference yield: 73.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (2R,4R)-tert-butyl 2-((2-aminophenyl)carbamoyl)-4-(3-(4-cyanophenyl)ureido)piperidine-1-carboxylate (1095173-26-4) → 1-((2R,4R)-2-(1H-benzo[d]imidazol-2-yl)-1-methylpiperidin-4-yl)-3-(4-cyanophenyl)urea (1095173-27-5)

Guidance literature:

(2R,4R)-tert-butyl 2-((2-aminophenyl)carbamoyl)-4-(3-(4-cyanophenyl)ureido)piperidine-1-carboxylate; With acetic acid; at 65 ℃; for 2h;

With trifluoroacetic acid; at 20 ℃; for 2h;

formaldehyd; Further stages;

DOI:10.1021/ml2002423

upstream raw materials:

formaldehyd

(2R,4R)-tert-butyl 2-((2-aminophenyl)carbamoyl)-4-(3-(4-cyanophenyl)ureido)piperidine-1-carboxylate

(2R,4R)-1-tert-butyl 2-methyl 4-azidopiperidine-1,2-dicarboxylate

(2R,4R)-1-tert-butyl 2-methyl 4-aminopiperidine-1,2-dicarboxylate

Downstream raw materials:

1-((2R,4R)-2-(1H-benzo[d]imidazol-2-yl)-1-methylpiperidin-4-yl)-3-(4-cyanophenyl)urea monomaleate

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