Acetamide, N-(4-((6-(4-(trifluoromethyl)phenyl)-4-pyrimidinyl)oxy)-2-benzothiazolyl)-

Base Information

• Chemical Name: Acetamide, N-(4-((6-(4-(trifluoromethyl)phenyl)-4-pyrimidinyl)oxy)-2-benzothiazolyl)-
• CAS No.: 659730-32-2
• Molecular Formula: C20H13F3N4O2S
• Molecular Weight: 430.41
• UNII: 172V4FBZ75
• ChEMBL ID: CHEMBL229430
• DSSTox Substance ID: DTXSID90216178
• Pharos Ligand ID: PXJT5T7YXDY6
• Wikidata: Q27074438
• Wikipedia: AMG-517
• Mol file: 659730-32-2.mol

Synonyms:AMG 517;AMG-517;AMG517;N-(4-(6-(4-trifluoromethylphenyl)pyrimidin-4-yloxy)benzothiazol-2-yl)acetamide

Chemical Property of Acetamide, N-(4-((6-(4-(trifluoromethyl)phenyl)-4-pyrimidinyl)oxy)-2-benzothiazolyl)-

Chemical Property:

• Melting Point: 227℃
• PKA: 10.19±0.70(Predicted)
• PSA: 108.73000
• Density: 1.458
• LogP: 6.17230
• Solubility.: ≥21.5 mg/mL in DMSO; insoluble in H2O; ≥4.93 mg/mL in EtOH
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 430.07113133
• Heavy Atom Count: 30
• Complexity: 603

Purity/Quality:

97% ^*data from raw suppliers

AMG-517 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=NC2=C(C=CC=C2S1)OC3=NC=NC(=C3)C4=CC=C(C=C4)C(F)(F)F
• Uses: AMG-517 is a novel TRPV1 antagonist.

Technology Process of Acetamide, N-(4-((6-(4-(trifluoromethyl)phenyl)-4-pyrimidinyl)oxy)-2-benzothiazolyl)-

There total 3 articles about Acetamide, N-(4-((6-(4-(trifluoromethyl)phenyl)-4-pyrimidinyl)oxy)-2-benzothiazolyl)- 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: 48.0%

4-[6-(4-trifluoromethylphenyl)pyrimidin-4-yloxy]benzothiazol-2-ylamine (659730-31-1) + acetic anhydride (108-24-7) → N-[4-[[6-[4-(trifluoromethyl)phenyl]-4-pyrimidinyl]oxy]-2-benzothiazolyl]acetamide (659730-32-2)

Guidance literature:

at 105 ℃; for 8h;

DOI:10.1021/jm070190p

Reference yield:

4-chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine (659729-09-6) → N-[4-[[6-[4-(trifluoromethyl)phenyl]-4-pyrimidinyl]oxy]-2-benzothiazolyl]acetamide (659730-32-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / K₂CO₃ / 80 - 90 °C

2: 48 percent / 8 h / 105 °C

With potassium carbonate;

DOI:10.1021/jm070190p

Reference yield:

2-amino-4-hydroxybenzothiazole (7471-03-6) → N-[4-[[6-[4-(trifluoromethyl)phenyl]-4-pyrimidinyl]oxy]-2-benzothiazolyl]acetamide (659730-32-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / K₂CO₃ / 80 - 90 °C

2: 48 percent / 8 h / 105 °C

With potassium carbonate;

DOI:10.1021/jm070190p

upstream raw materials:

4-[6-(4-trifluoromethylphenyl)pyrimidin-4-yloxy]benzothiazol-2-ylamine

acetic anhydride

4-chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine

2-amino-4-hydroxybenzothiazole