1-Cyclopentyl-N-((4,6-diMethyl-2-oxo-1,2-dihydropyridin-3-yl)Methyl)-6-(4-(MorpholinoMethyl)phenyl)-1H-indazole-4-carboxaMide

Base Information

• Chemical Name: 1-Cyclopentyl-N-((4,6-diMethyl-2-oxo-1,2-dihydropyridin-3-yl)Methyl)-6-(4-(MorpholinoMethyl)phenyl)-1H-indazole-4-carboxaMide
• CAS No.: 1396772-26-1
• Molecular Formula: C32H37N5O3
• Molecular Weight: 539.677
• Mol file: 1396772-26-1.mol

Synonyms:CS-724;EPZ 00568;EPZ005687;EPZ-005687;EPZ 00568;EPZ005687;EPZ-005687;1-Cyclopentyl-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-6-(4-(morpholinomethyl)ph;1-CYCLOPENTYL-N-((4,6-DIMETHYL-2-OXO-1,2-DIHYDROPYRIDIN-3-YL)METHYL)-6-(4-(MORPHOLINOMETHYL)PHENYL)-;1-cyclopentyl-n-[(4,6-dimethyl-2-oxo-1h-pyridin-3-yl)methyl]-6-[4-(morpholin-4-ylmethyl)phenyl]indazole-4-carboxamide;1-Cyclopentyl-N-((4,6-diMethyl-2-oxo-1,2-dihydropyridin-3-yl)Methyl)-6-(4-(MorpholinoMethyl)phenyl)-1H-indazole-4-carboxaMide;1H-Indazole-4-carboxamide, 1-cyclopentyl-N-[(1,2-dihydro-4,6-dimethyl-2-oxo-3-pyridinyl)methyl]-6-[4-(4-morpholinylmethyl)phenyl]-

Chemical Property of 1-Cyclopentyl-N-((4,6-diMethyl-2-oxo-1,2-dihydropyridin-3-yl)Methyl)-6-(4-(MorpholinoMethyl)phenyl)-1H-indazole-4-carboxaMide

Chemical Property:

• Boiling Point: 797.9±60.0 °C(Predicted)
• PKA: 11.88±0.10(Predicted)
• PSA: 92.51000
• Density: 1.31±0.1 g/cm3(Predicted)
• LogP: 5.62680
• Solubility.: insoluble in EtOH; insoluble in H2O; ≥3.86 mg/mL in DMSO

Purity/Quality:

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

EPZ005687 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: EPZ005687 is a potent, selective inhibitor of the lysine methyltranferase EZH2 (Ki = 24 nM), the enzymatic subunit of polycomb repressive complex 2 (PRC2). It acts competitively with the EZH2 substrate S-adenosylmethionine. EPZ005687 has greater than 500-fold selectivity against 15 other protein methyltransferases and has 50-fold selectivity against EZH1. It blocks trimethylation of the PRC2 target histone 3 lysine 27 (IC50 = 80 nM), decreasing the proliferation of lymphoma cells carrying mutant, but not wild-type, EZH2.[Cayman Chemical] EPZ005687 is a potent and selective inhibitor of EZH2.

Technology Process of 1-Cyclopentyl-N-((4,6-diMethyl-2-oxo-1,2-dihydropyridin-3-yl)Methyl)-6-(4-(MorpholinoMethyl)phenyl)-1H-indazole-4-carboxaMide

There total 3 articles about 1-Cyclopentyl-N-((4,6-diMethyl-2-oxo-1,2-dihydropyridin-3-yl)Methyl)-6-(4-(MorpholinoMethyl)phenyl)-1H-indazole-4-carboxaMide 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: 68.4%

6-bromo-1-cyclopentyl-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxamide (1396779-50-2) + 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]morpholine (364794-79-6) → 1-cyclopentyl-N-[(1,2-dihydro-4,6-dimethyl-2-oxo-3-pyridinyl)methyl]-6-[4-(4-morpholinylmethyl)phenyl]-1H-indazole-4-carboxamide (1396772-26-1)

Guidance literature:

6-bromo-1-cyclopentyl-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxamide; 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; for 0.166667h; Inert atmosphere;

With sodium carbonate; In 1,4-dioxane; at 100 ℃; for 3.16667h; Inert atmosphere;

Reference yield:

3-cyano-2,4-dimethyl-2-hydroxypyridine → 1-cyclopentyl-N-[(1,2-dihydro-4,6-dimethyl-2-oxo-3-pyridinyl)methyl]-6-[4-(4-morpholinylmethyl)phenyl]-1H-indazole-4-carboxamide (1396772-26-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogen; ammonia / Raney Ni / methanol

2.1: dimethyl sulfoxide / 0.25 h / 20 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 0.17 h / Inert atmosphere

3.2: 3.17 h / 100 °C / Inert atmosphere

With ammonia; hydrogen; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; methanol; dimethyl sulfoxide;

Reference yield:

3-(aminomethyl)-4,6-dimethyl-1,2-dihydropyridin-2-one (771579-27-2) → 1-cyclopentyl-N-[(1,2-dihydro-4,6-dimethyl-2-oxo-3-pyridinyl)methyl]-6-[4-(4-morpholinylmethyl)phenyl]-1H-indazole-4-carboxamide (1396772-26-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dimethyl sulfoxide / 0.25 h / 20 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 0.17 h / Inert atmosphere

2.2: 3.17 h / 100 °C / Inert atmosphere

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; dimethyl sulfoxide;

upstream raw materials:

6-bromo-1-cyclopentyl-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxamide

4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]morpholine

3-(aminomethyl)-4,6-dimethyl-1,2-dihydropyridin-2-one

Refernces