5-(6-(3-Methoxyoxetan-3-yl)-4-Morpholinothieno[3,2-d]pyriMidin-2-yl)pyriMidin-2-aMine

Base Information

• Chemical Name: 5-(6-(3-Methoxyoxetan-3-yl)-4-Morpholinothieno[3,2-d]pyriMidin-2-yl)pyriMidin-2-aMine
• CAS No.: 1394076-92-6
• Molecular Formula: C18H20N6O3S
• Molecular Weight: 400.4548
• Mol file: 1394076-92-6.mol

Synonyms:5-(6-(3-Methoxyoxetan-3-yl)-4-Morpholinothieno[3,2-d]pyriMidin-2-yl)pyriMidin-2-aMine;GNE-317;5-(6-(3-methoxyoxetan-3-yl)-7-methyl-4-morpholinothieno[3,2-d]pyrimidin-2-yl)pyrimidin-2-amine

Chemical Property of 5-(6-(3-Methoxyoxetan-3-yl)-4-Morpholinothieno[3,2-d]pyriMidin-2-yl)pyriMidin-2-aMine

Chemical Property:

• PSA: 136.75000
• LogP: 2.39360
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Soluble in DMSO

Purity/Quality:

99% ^*data from raw suppliers

GNE-317 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(6-(3-Methoxyoxetan-3-yl)-4-Morpholinothieno[3,2-d]pyriMidin-2-yl)pyriMidin-2-aMine

There total 3 articles about 5-(6-(3-Methoxyoxetan-3-yl)-4-Morpholinothieno[3,2-d]pyriMidin-2-yl)pyriMidin-2-aMine 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: 15.0%

5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)pyrimidin-2-ylamine (402960-38-7) + 4-(2-chloro-6-(3-methoxyoxetan-3-yl)-7-methylthieno[3,2-d]pyrimidin-4-yl)morpholine (1394077-00-9) → GNE-317 (1394076-92-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In acetonitrile; at 140 ℃; for 20h; Inert atmosphere; Microwave irradiation;

DOI:10.1021/jm300867c

Reference yield:

4-(2-chloro-7-methylthieno[3,2-d]pyrimidin-4-yl)morpholine (35265-88-4) → GNE-317 (1394076-92-6)

Guidance literature:

Multi-step reaction with 3 steps

1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -48 °C / Inert atmosphere

2: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / acetonitrile / 20 h / 140 °C / Inert atmosphere; Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; sodium hydride; sodium carbonate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; acetonitrile; 3: |Suzuki Coupling;

DOI:10.1021/jm300867c

Reference yield:

3-(2-chloro-7-methyl-4-morpholinothieno[3,2-d]pyrimidin-6-yl)oxetan-3-ol (1394076-99-3) → GNE-317 (1394076-92-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / acetonitrile / 20 h / 140 °C / Inert atmosphere; Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; sodium carbonate; In N,N-dimethyl-formamide; acetonitrile; 2: |Suzuki Coupling;

DOI:10.1021/jm300867c

upstream raw materials:

4-(2-chloro-7-methylthieno[3,2-d]pyrimidin-4-yl)morpholine

5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)pyrimidin-2-ylamine

4-(2-chloro-6-(3-methoxyoxetan-3-yl)-7-methylthieno[3,2-d]pyrimidin-4-yl)morpholine

3-(2-chloro-7-methyl-4-morpholinothieno[3,2-d]pyrimidin-6-yl)oxetan-3-ol

Refernces