(R)-tert-butyl 5-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)isoindoline-2-carboxylate

Base Information

• Chemical Name: (R)-tert-butyl 5-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)isoindoline-2-carboxylate
• CAS No.: 1613147-74-2
• Molecular Formula: C₂₆H₂₆Cl₂FN₃O₃
• Molecular Weight: 518.415
• Mol file: 1613147-74-2.mol

Synonyms:(R)-tert-butyl 5-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)isoindoline-2-carboxylate

Chemical Property of (R)-tert-butyl 5-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)isoindoline-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-tert-butyl 5-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)isoindoline-2-carboxylate

There total 9 articles about (R)-tert-butyl 5-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)isoindoline-2-carboxylate 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: 71.0%

tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dihydro-2H-isoindole-2-carboxylate (905273-91-8) + 5-bromo-3-[1 (R)-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-pyridin-2-ylamine (1448326-33-7,877399-00-3) → (R)-tert-butyl 5-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)isoindoline-2-carboxylate (1613147-74-2)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In 1,2-dimethoxyethane; water; at 90 ℃; for 12h; Inert atmosphere;

Reference yield:

(R)-3-(1-(2,6-dichloro-3-fluorophenyl)ethyoxyl)-2-nitropyridine (877397-70-1) → (R)-tert-butyl 5-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)isoindoline-2-carboxylate (1613147-74-2)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride; iron / ethanol / 2.58 h / 90 °C

2: N-Bromosuccinimide / acetonitrile / 1.33 h / 0 °C

3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / 1,2-dimethoxyethane; water / 12 h / 90 °C / Inert atmosphere

With hydrogenchloride; N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; iron; caesium carbonate; In 1,2-dimethoxyethane; ethanol; water; acetonitrile;

Reference yield:

4-bromophthalic anhydride (86-90-8) → (R)-tert-butyl 5-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)isoindoline-2-carboxylate (1613147-74-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: formamide / 2 h / 200 °C

2.1: borane-THF / tetrahydrofuran / Reflux

2.2: 2 h / Reflux

3.1: sodium hydrogencarbonate / tetrahydrofuran / 20 °C

4.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide / 12 h / 90 °C / Inert atmosphere

5.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / 1,2-dimethoxyethane; water / 12 h / 90 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; borane-THF; potassium acetate; sodium hydrogencarbonate; caesium carbonate; formamide; In tetrahydrofuran; 1,2-dimethoxyethane; water; dimethyl sulfoxide;

upstream raw materials:

4-bromophthalic anhydride

5-Bromoisoindoline-1,3-dione

5-bromoisoindoline

5-bromo-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester