GNF 5837

Base Information

• Chemical Name: GNF 5837
• CAS No.: 1033769-28-6
• Molecular Formula: C28H21F4N5O2
• Molecular Weight: 535.501
• Mol file: 1033769-28-6.mol

Synonyms:CS-997;GNF 5837;GNF-5837, >97%;GNF-5837, >=98%;GNF5837; GNF 5837;GNF 5837 USP/EP/BP;Trk Inhibitor III, GNF-5837;Trk Inhibitor III, GNF-5837 - CAS 1033769-28-6 - Calbiochem;(Z)-1-(3-((3-((1H-Pyrrol-2-yl)methylene)-2-oxoindolin-6-yl)amino)-4-methylphenyl)-3-(2-fluoro-;1-(3-((3-((1H-Pyrrol-2-yl)methylene)-2-oxoindolin-6-yl)amino)-4-methylphenyl)-3-(2-fluoro-5-(trifluoromethyl)phenyl)urea

Chemical Property of GNF 5837

Chemical Property:

• Boiling Point: 616.0±55.0 °C(Predicted)
• PKA: 12.16±0.20(Predicted)
• PSA: 98.05000
• Density: 1.497±0.06 g/cm3(Predicted)
• LogP: 7.71830
• Storage Temp.: 2-8°C
• Solubility.: DMSO: soluble5mg/mL, clear (warmed)

Purity/Quality:

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

GNF 5837 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: GNF 5837 is a potent pan-Trk inhibitor which has selectivity for tropomyosin-receptor-kinase (Trk).

Technology Process of GNF 5837

There total 6 articles about GNF 5837 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: 79.0%

2-pyrrole aldehyde (1003-29-8,254729-95-8) + 1-(2-fluoro-5-(trifluoromethyl)phenyl)-3-(4-methyl-3-((2-oxoindolin-6-yl)amino)phenyl)urea (1353644-07-1) → 1-(3-((3-((1H-pyrrol-2-yl)methylene)-2-oxoindolin-6-yl)amino)-4-methylphenyl)-3-(2-fluoro-5-(trifluoromethyl)phenyl)urea (1033769-28-6)

Guidance literature:

With piperidine; In ethanol; at 80 ℃; for 2h;

DOI:10.1021/ml200261d

Reference yield:

dimethyl 2-(4-bromo-2-nitrophenyl)malonate → 1-(3-((3-((1H-pyrrol-2-yl)methylene)-2-oxoindolin-6-yl)amino)-4-methylphenyl)-3-(2-fluoro-5-(trifluoromethyl)phenyl)urea (1033769-28-6)

Guidance literature:

Multi-step reaction with 6 steps

1: hydrogenchloride / water; acetic acid / 110 °C

2: sulfuric acid / 80 °C

3: palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene / 1,4-dioxane / 110 °C

4: palladium 10% on activated carbon; hydrogen / acetic acid / 20 °C

5: triethylamine / tetrahydrofuran / 20 °C

6: piperidine / ethanol / 2 h / 80 °C

With piperidine; hydrogenchloride; sulfuric acid; palladium 10% on activated carbon; hydrogen; palladium diacetate; caesium carbonate; triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; ethanol; water; acetic acid;

DOI:10.1021/ml200261d

Reference yield:

ethyl 2-(4-bromo-2-nitrophenyl)acetate (199328-35-3) → 1-(3-((3-((1H-pyrrol-2-yl)methylene)-2-oxoindolin-6-yl)amino)-4-methylphenyl)-3-(2-fluoro-5-(trifluoromethyl)phenyl)urea (1033769-28-6)

Guidance literature:

Multi-step reaction with 4 steps

1: palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 110 °C

2: palladium 10% on activated carbon; hydrogen / acetic acid / 20 °C

3: triethylamine / tetrahydrofuran / 20 °C

4: piperidine / ethanol / 2 h / 80 °C

With piperidine; palladium 10% on activated carbon; hydrogen; palladium diacetate; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; ethanol; acetic acid;

DOI:10.1021/ml200261d

upstream raw materials:

2-pyrrole aldehyde

1-(2-fluoro-5-(trifluoromethyl)phenyl)-3-(4-methyl-3-((2-oxoindolin-6-yl)amino)phenyl)urea

ethyl 2-(4-bromo-2-nitrophenyl)acetate

(4-bromo-2-nitrophenyl)acetic acid

Refernces