GSK6853

Base Information

• Chemical Name: GSK6853
• CAS No.: 1910124-24-1
• Molecular Formula: C22H27N5O3
• Molecular Weight: 409.48
• Mol file: 1910124-24-1.mol

Synonyms:GSK6853

Chemical Property of GSK6853

Chemical Property:

• Boiling Point: 545.9±50.0 °C(Predicted)
• PKA: 13.03±0.20(Predicted)
• PSA: 80.53000
• Density: 1.247±0.06 g/cm3(Predicted)
• LogP: 2.40280
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Solubility.: Soluble in DMSO (25 mg/ml); ethanol (25 mg/ml)

Purity/Quality:

97% ^*data from raw suppliers

N-[2,3-Dihydro-1,3-dimethyl-6-[(2R)-2-methyl-1-piperazinyl]-2-oxo-1H-benzimidazol-5-yl]-2-methoxybenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: N-[2,3-Dihydro-1,3-dimethyl-6-[(2R)-2-methyl-1-piperazinyl]-2-oxo-1H-benzimidazol-5-yl]-2-methoxybenzamide can be used in biological study of preparation of bromodomain and PHD finger-containing protein inhibitors.
• Description: GSK6853 (1910124-24-1) is a very potent (pIC50 = 8.6 vs full length protein, 7.7 in cellular assays) inhibitor of Bromodomain and PHD Finger-containing 1 (BRPF1). It displayed >1600-fold selectivity over other bromodomains.

Technology Process of GSK6853

There total 10 articles about GSK6853 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: 97.0%

(S)-tert-butyl 4-(6-(2-methoxybenzamido)-1,3-dimethyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)-3-methylpiperazine-1-carboxylate → (S)-N-(1,3-dimethyl-6-(2-methylpiperazin-1-yl)-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)-2-methoxybenzamide (1910124-24-1)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 1.5h;

DOI:10.1021/acsmedchemlett.6b00092

Reference yield: 41.0%

(R)-tert-butyl 4-(6-(2-methoxybenzamido)-1,3-dimethyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)-3-methylpiperazine-1-carboxylate → (R)-N-(1,3-dimethyl-6-(2-methylpiperazin-1-yl)-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)-2-methoxybenzamide (1910124-24-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1021/acsmedchemlett.6b00092

Reference yield:

5-fluoro-1,3-dimethyl-1,3-dihydro-2H-benzimidazol-2-one → (R)-N-(1,3-dimethyl-6-(2-methylpiperazin-1-yl)-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)-2-methoxybenzamide (1910124-24-1)

Guidance literature:

Multi-step reaction with 5 steps

1: acetic anhydride; nitric acid / -30 - 0 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 23 h / 120 - 130 °C

3: 5%-palladium/activated carbon; hydrogen / isopropyl alcohol / 4 h / 20 °C

4: pyridine / dichloromethane / 1 h / 20 °C

5: trifluoroacetic acid / dichloromethane / 0.25 h / 20 °C

With pyridine; 5%-palladium/activated carbon; hydrogen; nitric acid; acetic anhydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; dimethyl sulfoxide; isopropyl alcohol;