C₂₅H₂₄F₃N₃O₃S

Base Information

• Chemical Name: C₂₅H₂₄F₃N₃O₃S
• CAS No.: 1364268-04-1
• Molecular Formula: C₂₅H₂₄F₃N₃O₃S
• Molecular Weight: 503.545
• Mol file: 1364268-04-1.mol

Synonyms:

Chemical Property of C₂₅H₂₄F₃N₃O₃S

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₅H₂₄F₃N₃O₃S

There total 5 articles about C₂₅H₂₄F₃N₃O₃S 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 4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-hydroxybenzoate (1364268-01-8) + (+/-)-5,5,5-trifluoropent-3-yn-2-ol (124550-97-6) → C25H24F3N3O3S (1364268-04-1)

Guidance literature:

With di-tert-butyl-diazodicarboxylate; triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 1.5h;

DOI:10.1021/jm201683b

Reference yield:

methyl 4-(2-amino-5-bromopyridin-3-yl)-2-((4-methoxybenzyl)oxy)benzoate (1364267-47-9) → C25H24F3N3O3S (1364268-04-1)

Guidance literature:

Multi-step reaction with 4 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; bis(pinacol)diborane / N,N-dimethyl-formamide / 1.5 h / 100 °C / Microwave irradiation

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; N,N-dimethyl-formamide / 1 h / 110 °C / Microwave irradiation

3: trifluoroacetic acid / dichloromethane / 1.5 h / 0 °C

4: di-tert-butyl-diazodicarboxylate; triphenylphosphine / dichloromethane / 1.5 h / 0 - 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; di-tert-butyl-diazodicarboxylate; potassium acetate; sodium carbonate; triphenylphosphine; trifluoroacetic acid; bis(pinacol)diborane; In dichloromethane; water; N,N-dimethyl-formamide; 4: Mitsunobu reaction;

DOI:10.1021/jm201683b

Reference yield:

C21H21BN2O6 (1364267-58-2) → C25H24F3N3O3S (1364268-04-1)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; N,N-dimethyl-formamide / 1 h / 110 °C / Microwave irradiation

2: trifluoroacetic acid / dichloromethane / 1.5 h / 0 °C

3: di-tert-butyl-diazodicarboxylate; triphenylphosphine / dichloromethane / 1.5 h / 0 - 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; di-tert-butyl-diazodicarboxylate; sodium carbonate; triphenylphosphine; trifluoroacetic acid; In dichloromethane; water; N,N-dimethyl-formamide; 3: Mitsunobu reaction;

DOI:10.1021/jm201683b

upstream raw materials:

methyl 4-(2-amino-5-bromopyridin-3-yl)-2-((4-methoxybenzyl)oxy)benzoate

C₂₁H₂₁BN₂O₆

methyl 4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-hydroxybenzoate

(+/-)-5,5,5-trifluoropent-3-yn-2-ol

Downstream raw materials:

(+/-)-(Z)-methyl 4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-((5,5,5-trifluoropent-3-en-2-yl)oxy)benzoate

(+/-)-(Z)-4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-((5,5,5-trifluoropent-3-en-2-yl)oxy)benzamide

(R)-(Z)-4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-((5,5,5-trifluoropent-3-en-2-yl)oxy)benzamide

(S)-(Z)-4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-((5,5,5-trifluoropent-3-en-2-yl)oxy)benzamide