2-[4-(6-AMINO-2-METHYLPYRIMIDIN-4-YL)PIPERAZIN-1-YL]ETHANOL

Base Information

• Chemical Name: 2-[4-(6-AMINO-2-METHYLPYRIMIDIN-4-YL)PIPERAZIN-1-YL]ETHANOL
• CAS No.: 914347-48-1
• Molecular Formula: C11H19N5O
• Molecular Weight: 237.305
• Hs Code.: 2933990090
• Mol file: 914347-48-1.mol

Synonyms:2-[4-(6-AMINO-2-METHYLPYRIMIDIN-4-YL)PIPERAZIN-1-YL]ETHANOL;2-[4-(6-aMino-2-MethylpyriMidin-4-yl)piperazin-1-yl]ethan-1-ol

Chemical Property of 2-[4-(6-AMINO-2-METHYLPYRIMIDIN-4-YL)PIPERAZIN-1-YL]ETHANOL

Chemical Property:

• Vapor Pressure: 1.79E-09mmHg at 25°C
• Melting Point: 187-188 °C
• Refractive Index: 1.601
• Boiling Point: 465.7 °C at 760 mmHg
• PKA: 14.96±0.10(Predicted)
• Flash Point: 235.5 °C
• PSA: 78.51000
• Density: 1.230 g/cm³
• LogP: 0.06560
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

98%min ^*data from raw suppliers

2-[4-(6-Amino-2-methylpyrimidin-4-yl)piperazin-1-yl]ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-[4-(6-AMINO-2-METHYLPYRIMIDIN-4-YL)PIPERAZIN-1-YL]ETHANOL

There total 2 articles about 2-[4-(6-AMINO-2-METHYLPYRIMIDIN-4-YL)PIPERAZIN-1-YL]ETHANOL 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%

1-(2-hydroxyethyl)piperazine (103-76-4) + 4-amino-6-chloro-2-methylpyrimidine (1749-68-4) → 2-[4-(6-amino-2-methylpyrimidin-4-yl)piperazin-1-yl]ethanol (914347-48-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; acetonitrile; Microwave irradiation; Sealed tube;

DOI:10.1016/j.tetlet.2009.07.139

Reference yield:

2,4-dichloro-2-methylpyrimidine (1780-26-3) → 2-[4-(6-amino-2-methylpyrimidin-4-yl)piperazin-1-yl]ethanol (914347-48-1)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium hydroxide / isopropyl alcohol / 18 h / 90 °C

2: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 12 h / Reflux

With ammonium hydroxide; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; isopropyl alcohol;

Reference yield: 29.0%

2-[4-(6-amino-2-methylpyrimidin-4-yl)piperazin-1-yl]ethanol (914347-48-1) + C16H13ClN2O (1588423-38-4) → 1-ethyl-7-{6-[4-(2-hydroxyethyl)-piperazin-1-yl]-2-methylpyrimidin-4-ylamino}-3-phenyl-1H-[1,6]naphthyridin-2-one (1588421-90-2)

Guidance literature:

With bis(dibenzylideneacetone)-palladium⁽⁰⁾; sodium t-butanolate; XPhos; In 1,4-dioxane; at 80 ℃; Inert atmosphere;

upstream raw materials:

1-(2-hydroxyethyl)piperazine

4-amino-6-chloro-2-methylpyrimidine

2,4-dichloro-2-methylpyrimidine

Downstream raw materials:

2-(4-(6-(2-(2,6-dichlorophenyl)thiazolo[5,4-c]pyridin-4-ylamino)-2-methylpyrimidin-4-yl)piperazin-1-yl)ethanol

1-ethyl-7-{6-[4-(2-hydroxyethyl)-piperazin-1-yl]-2-methylpyrimidin-4-ylamino}-3-phenyl-1H-[1,6]naphthyridin-2-one

Refernces

• 1、 -. "ARYL AND HETEROARYL-CARBOXAMIDE SUBSTITUTED HETEROARYL COMPOUNDS AS TYK2 INHIBITORS". Page/Page column 101. . Retrieved 2021/10/15.
• 2、 Farard, Julien,Logé, Cédric,Pfeiffer, Bruno,Lesur, Brigitte,Duflos, Muriel. "A convenient synthesis of 5-arylamino-4H-pyran-4-ones using palladium-catalyzed amination". supporting information; experimental part. p. 5729 - 5732. Retrieved 2009/12/09.