3-[2,4-Bis((3S)-3-methylmorpholin-4-yl)pyrido[5,6-e]pyrimidin-7-yl]-N-methylbenzamide

Base Information

• Chemical Name: 3-[2,4-Bis((3S)-3-methylmorpholin-4-yl)pyrido[5,6-e]pyrimidin-7-yl]-N-methylbenzamide
• CAS No.: 1009298-59-2
• Molecular Formula: C25H30N6O3
• Molecular Weight: 462.54400
• Hs Code.: 29339900
• Mol file: 1009298-59-2.mol

Synonyms:3-[2,4-Bis((3S)-3-methylmorpholin-4-yl)pyrido[5,6-e]pyrimidin-7-yl]-N-methylbenzamide;

Chemical Property of 3-[2,4-Bis((3S)-3-methylmorpholin-4-yl)pyrido[5,6-e]pyrimidin-7-yl]-N-methylbenzamide

Chemical Property:

• PKA: 14.45±0.46(Predicted)
• PSA: 96.20000
• Density: 1.231
• LogP: 3.20640
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

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

AZD2014 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: AZD2014 is a dual mTORC1 and mTORC2 inhibitor. Studies show that AZD2014 induces growth inhibition and cell death in breast cancer cell lines, including ER+ cell lines.

Technology Process of 3-[2,4-Bis((3S)-3-methylmorpholin-4-yl)pyrido[5,6-e]pyrimidin-7-yl]-N-methylbenzamide

There total 8 articles about 3-[2,4-Bis((3S)-3-methylmorpholin-4-yl)pyrido[5,6-e]pyrimidin-7-yl]-N-methylbenzamide 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: 91.0%

C25H29N5O4 + methylamine (74-89-5) → AZD2014 (1009298-59-2)

Guidance literature:

With potassium carbonate; In ethanol; at 40 - 45 ℃; for 22h;

DOI:10.1016/j.tetlet.2019.151333

Reference yield: 87.6%

C25H29N5O4 + methylamine hydrochloride (593-51-1) → AZD2014 (1009298-59-2)

Guidance literature:

C₂₅H₂₉N₅O₄; With sodium hydroxide; In methanol; at 20 ℃; for 1h;

With oxalyl dichloride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 8h; Cooling with ice;

methylamine hydrochloride; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 6h; Reagent/catalyst; Solvent;

Reference yield:

3-acetylbenzoic acid (586-42-5) → AZD2014 (1009298-59-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sulfuric acid / Reflux

2.1: toluene / 6 h / Reflux

3.1: acetic acid / 12 h / 100 °C

4.1: trichlorophosphate / 18 h / 120 °C

5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 3 h / 20 °C

6.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 140 °C

7.1: sodium hydroxide / methanol / 1 h / 20 °C

7.2: 8 h / 20 °C / Cooling with ice

7.3: 6 h / 20 °C

With sulfuric acid; acetic acid; N-ethyl-N,N-diisopropylamine; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene;

upstream raw materials:

methylamine hydrochloride

3-acetylbenzoic acid

methyl 3-acetylbenzoate

methyl 3-[3-(dimethylamino)-1-oxo-2-propenyl]benzoate

Refernces

• 1、 -. "PROCESS OF SYNTHESIZING SUBSTITUTED PYRIDINE AND PYRIMIDINE COMPOUND". Paragraph 0178-0188. . Retrieved 2018/04/13.