N-(6-((2-Methoxyethyl)(methyl)amino)pyridin-3-yl)-2-phenyl-4-(trifluoromethyl)oxazole-5-carboxamide

Base Information

• Chemical Name: N-(6-((2-Methoxyethyl)(methyl)amino)pyridin-3-yl)-2-phenyl-4-(trifluoromethyl)oxazole-5-carboxamide
• CAS No.: 939376-09-7
• Molecular Formula: C₂₀H₁₉F₃N₄O₃
• Molecular Weight: 420.391
• Hs Code.: 2934999090
• ChEMBL ID: CHEMBL2441213
• DSSTox Substance ID: DTXSID20583007
• Pharos Ligand ID: SUXHDN6H2DAN
• Wikidata: Q82474517
• Mol file: 939376-09-7.mol

Synonyms:939376-09-7;N-(6-((2-Methoxyethyl)(methyl)amino)pyridin-3-yl)-2-phenyl-4-(trifluoromethyl)oxazole-5-carboxamide;N-[6-[2-methoxyethyl(methyl)amino]pyridin-3-yl]-2-phenyl-4-(trifluoromethyl)-1,3-oxazole-5-carboxamide;CHEMBL2441213;5-Oxazolecarboxamide, N-[6-[(2-methoxyethyl)methylamino]-3-pyridinyl]-2-phenyl-4-(trifluoromethyl)-;N-[6-[(2-methoxyethyl)methylamino]-3-pyridinyl]-2-phenyl-4-(trifluoromethyl)-5-Oxazolecarboxamide;SCHEMBL4972620;DTXSID20583007;BDBM50442833;AT29314;2-phenyl-4-trifluoromethyl-oxazole-5-carboxylic acid {6-[(2-methoxy-ethyl)-methyl-amino]-pyridin-3-yl}-amide;N-{6-[(2-METHOXYETHYL)(METHYL)AMINO]PYRIDIN-3-YL}-2-PHENYL-4-(TRIFLUOROMETHYL)-1,3-OXAZOLE-5-CARBOXAMIDE

Chemical Property of N-(6-((2-Methoxyethyl)(methyl)amino)pyridin-3-yl)-2-phenyl-4-(trifluoromethyl)oxazole-5-carboxamide

Chemical Property:

• PKA: 10.56±0.70(Predicted)
• PSA: 80.49000
• Density: 1.340±0.06 g/cm3(Predicted)
• LogP: 4.16330
• Storage Temp.: 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 7
• Exact Mass: 420.14092497
• Heavy Atom Count: 30
• Complexity: 560

Purity/Quality:

98%min ^*data from raw suppliers

N-(6-((2-Methoxyethyl)(methyl)amino)pyridin-3-yl)-2-phenyl-4-(trifluoromethyl)oxazole-5-carboxamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(CCOC)C1=NC=C(C=C1)NC(=O)C2=C(N=C(O2)C3=CC=CC=C3)C(F)(F)F

Technology Process of N-(6-((2-Methoxyethyl)(methyl)amino)pyridin-3-yl)-2-phenyl-4-(trifluoromethyl)oxazole-5-carboxamide

There total 4 articles about N-(6-((2-Methoxyethyl)(methyl)amino)pyridin-3-yl)-2-phenyl-4-(trifluoromethyl)oxazole-5-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: 63.0%

2-N-(2-methoxyethyl)-2-N-methylpyridine-2,5-diamine (939376-46-2) + 2-phenyl-4-(trifluoromethyl)oxazole-5-carboxylic acid (939377-13-6) → 2-phenyl-4-(trifluoromethyl)oxazole-5-[N-{6-[(2-methoxyethyl)-(methyl)amino]pyridin-3-yl}carboxamide] (939376-09-7)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 48h;

DOI:10.1016/j.jfluchem.2016.09.014

Reference yield:

benzoyl chloride (98-88-4) → 2-phenyl-4-(trifluoromethyl)oxazole-5-[N-{6-[(2-methoxyethyl)-(methyl)amino]pyridin-3-yl}carboxamide] (939376-09-7)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 1,2-dichloro-ethane / 16 h / 20 °C / Reflux

2: [bis(acetoxy)iodo]benzene; trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / Reflux

3: lithium hydroxide / tetrahydrofuran; water / 48 h / 20 °C

4: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 48 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; [bis(acetoxy)iodo]benzene; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/j.jfluchem.2016.09.014

Reference yield:

ethyl 3-benzoylamino-4,4,4-trifluorobut-2-enoate → 2-phenyl-4-(trifluoromethyl)oxazole-5-[N-{6-[(2-methoxyethyl)-(methyl)amino]pyridin-3-yl}carboxamide] (939376-09-7)

Guidance literature:

Multi-step reaction with 3 steps

1: [bis(acetoxy)iodo]benzene; trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / Reflux

2: lithium hydroxide / tetrahydrofuran; water / 48 h / 20 °C

3: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 48 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; [bis(acetoxy)iodo]benzene; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/j.jfluchem.2016.09.014

upstream raw materials:

2-N-(2-methoxyethyl)-2-N-methylpyridine-2,5-diamine

2-phenyl-4-(trifluoromethyl)oxazole-5-carboxylic acid

benzoyl chloride

Refernces

• 1、 -. "Diacylglycerol acyltransferase inhibitors". Page/Page column 58. . Retrieved 2010/11/27.