methyl 2-(((5-(azidomethyl)-4-((4'-(trifluoromethyl)biphenyl-4-yl)methyl)-4H-1,2,4-triazol-3-yl)methyl)(methyl)amino)acetate

Base Information

• Chemical Name: methyl 2-(((5-(azidomethyl)-4-((4'-(trifluoromethyl)biphenyl-4-yl)methyl)-4H-1,2,4-triazol-3-yl)methyl)(methyl)amino)acetate
• CAS No.: 1417528-48-3
• Molecular Formula: C₂₂H₂₂F₃N₇O₂
• Molecular Weight: 473.458

Synonyms:methyl 2-(((5-(azidomethyl)-4-((4'-(trifluoromethyl)biphenyl-4-yl)methyl)-4H-1,2,4-triazol-3-yl)methyl)(methyl)amino)acetate

Chemical Property of methyl 2-(((5-(azidomethyl)-4-((4'-(trifluoromethyl)biphenyl-4-yl)methyl)-4H-1,2,4-triazol-3-yl)methyl)(methyl)amino)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of methyl 2-(((5-(azidomethyl)-4-((4'-(trifluoromethyl)biphenyl-4-yl)methyl)-4H-1,2,4-triazol-3-yl)methyl)(methyl)amino)acetate

There total 8 articles about methyl 2-(((5-(azidomethyl)-4-((4'-(trifluoromethyl)biphenyl-4-yl)methyl)-4H-1,2,4-triazol-3-yl)methyl)(methyl)amino)acetate 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:

methyl 2-(((5-(hydroxymethyl)-4-((4'-(trifluoromethyl)biphenyl-4-yl)methyl)-4H-1,2,4-triazol-3-yl)methyl)(methyl)amino)acetate (1417528-47-2) → methyl 2-(((5-(azidomethyl)-4-((4'-(trifluoromethyl)biphenyl-4-yl)methyl)-4H-1,2,4-triazol-3-yl)methyl)(methyl)amino)acetate (1417528-48-3)

Guidance literature:

With diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; for 3h; Inert atmosphere; Reflux;

Reference yield:

4-Bromobenzylamine (3959-07-7) → methyl 2-(((5-(azidomethyl)-4-((4'-(trifluoromethyl)biphenyl-4-yl)methyl)-4H-1,2,4-triazol-3-yl)methyl)(methyl)amino)acetate (1417528-48-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: triethylamine / tetrahydrofuran / 1.5 h / 20 °C / Cooling with ice

1.2: 1 h / Cooling with ice

2.1: ethanol / 2 h / Reflux

2.2: 1 h / Reflux

3.1: acetic acid; dihydrogen peroxide / water; dichloromethane / 1.5 h / 20 - 35 °C

4.1: caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 18 h / Inert atmosphere; Reflux

5.1: N,N-dimethyl-formamide; thionyl chloride / dichloromethane / 2 h / 20 °C / Cooling with ice

6.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 70 - 80 °C

7.1: 5 h / Reflux

8.1: diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 3 h / Inert atmosphere; Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; diphenyl phosphoryl azide; dihydrogen peroxide; caesium carbonate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; acetonitrile;

Reference yield:

4-bromobenzyl isothiocyanate (2076-56-4) → methyl 2-(((5-(azidomethyl)-4-((4'-(trifluoromethyl)biphenyl-4-yl)methyl)-4H-1,2,4-triazol-3-yl)methyl)(methyl)amino)acetate (1417528-48-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: ethanol / 2 h / Reflux

1.2: 1 h / Reflux

2.1: acetic acid; dihydrogen peroxide / water; dichloromethane / 1.5 h / 20 - 35 °C

3.1: caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 18 h / Inert atmosphere; Reflux

4.1: N,N-dimethyl-formamide; thionyl chloride / dichloromethane / 2 h / 20 °C / Cooling with ice

5.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 70 - 80 °C

6.1: 5 h / Reflux

7.1: diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 3 h / Inert atmosphere; Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; diphenyl phosphoryl azide; dihydrogen peroxide; caesium carbonate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; acetonitrile;

upstream raw materials:

4-Bromobenzylamine

4-bromobenzyl isothiocyanate

(4-(4-bromobenzyl)-5-mercapto-4H-1,2,4-triazol-3-yl)methanol

(4-(4-bromobenzyl)-4H-1,2,4-triazol-3-yl)methanol

Downstream raw materials:

methyl 2-(((5-(aminomethyl)-4-((4'-(trifluoromethyl)biphenyl-4-yl)methyl)-4H-1,2,4-triazol-3-yl)methyl)(methyl)amino)acetate

methyl 2-(methyl((5-((4-oxo-2-thioxo-2,3,4,5,6,7-hexahydro-1H-cyclopenta[d]pyrimidin-1-yl)methyl)-4-((4'-(trifluoromethyl)biphenyl-4-yl)methyl)-4H-1,2,4-triazol-3-yl)methyl)amino)acetate

methyl 2-(((5-((2-(4-fluorobenzylthio)-4-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-1-yl)methyl)-4-((4'-(trifluoromethyl)biphenyl-4-yl)methyl)-4H-1,2,4-triazol-3-yl)methyl)(methyl)amino)acetate

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