2-fluoro-6-(((3S)-tetrahydrofuran-3yl)amino)-4-(2,7,7-trimethyl-5-oxo-decahydro-1H-pyrido[3,4-b]indol-9(9aH)-yl)benzamide

Base Information

• Chemical Name: 2-fluoro-6-(((3S)-tetrahydrofuran-3yl)amino)-4-(2,7,7-trimethyl-5-oxo-decahydro-1H-pyrido[3,4-b]indol-9(9aH)-yl)benzamide
• CAS No.: 1595027-61-4
• Molecular Formula: C₂₅H₃₁FN₄O₃
• Molecular Weight: 454.545
• Mol file: 1595027-61-4.mol

Synonyms:

Chemical Property of 2-fluoro-6-(((3S)-tetrahydrofuran-3yl)amino)-4-(2,7,7-trimethyl-5-oxo-decahydro-1H-pyrido[3,4-b]indol-9(9aH)-yl)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-fluoro-6-(((3S)-tetrahydrofuran-3yl)amino)-4-(2,7,7-trimethyl-5-oxo-decahydro-1H-pyrido[3,4-b]indol-9(9aH)-yl)benzamide

There total 4 articles about 2-fluoro-6-(((3S)-tetrahydrofuran-3yl)amino)-4-(2,7,7-trimethyl-5-oxo-decahydro-1H-pyrido[3,4-b]indol-9(9aH)-yl)benzamide 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:

C25H29FN4O2 → 2-fluoro-6-(((3S)-tetrahydrofuran-3yl)amino)-4-(2,7,7-trimethyl-5-oxo-decahydro-1H-pyrido[3,4-b]indol-9(9aH)-yl)benzamide (1595027-61-4)

Guidance literature:

C₂₅H₂₉FN₄O₂; With dihydrogen peroxide; sodium hydroxide; In ethanol; water; dimethyl sulfoxide; at 20 ℃; for 1h;

With acetic acid; In ethanol; water; dimethyl sulfoxide; pH=4;

DOI:10.1021/jm500042s

Reference yield:

6,6-dimethyl-4,5,6,7-tetrahydro-1H-indol-4-one (20955-75-3) → 2-fluoro-6-(((3S)-tetrahydrofuran-3yl)amino)-4-(2,7,7-trimethyl-5-oxo-decahydro-1H-pyrido[3,4-b]indol-9(9aH)-yl)benzamide (1595027-61-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetic acid / water / 24.5 h / 20 °C / Inert atmosphere

1.2: 0.08 h / 70 °C

1.3: 24 h / 25 °C / 760.05 Torr

2.1: N,N`-dimethylethylenediamine; copper(l) iodide; potassium carbonate / 1,4-dioxane / 19 h / 100 °C / Inert atmosphere

3.1: sodium hydroxide; dihydrogen peroxide / ethanol; dimethyl sulfoxide; water / 1 h / 20 °C

3.2: pH 4

With copper(l) iodide; dihydrogen peroxide; potassium carbonate; acetic acid; sodium hydroxide; N,N`-dimethylethylenediamine; In 1,4-dioxane; ethanol; water; dimethyl sulfoxide;

DOI:10.1021/jm500042s

Reference yield:

4-bromo-2,6-difluorobenzonitrile (123843-67-4) → 2-fluoro-6-(((3S)-tetrahydrofuran-3yl)amino)-4-(2,7,7-trimethyl-5-oxo-decahydro-1H-pyrido[3,4-b]indol-9(9aH)-yl)benzamide (1595027-61-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 19 h / 20 °C / Inert atmosphere

2.1: N,N`-dimethylethylenediamine; copper(l) iodide; potassium carbonate / 1,4-dioxane / 19 h / 100 °C / Inert atmosphere

3.1: sodium hydroxide; dihydrogen peroxide / ethanol; dimethyl sulfoxide; water / 1 h / 20 °C

3.2: pH 4

With copper(l) iodide; dihydrogen peroxide; potassium carbonate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; N,N`-dimethylethylenediamine; In 1,4-dioxane; ethanol; water; dimethyl sulfoxide;

DOI:10.1021/jm500042s

upstream raw materials:

(S)-4-bromo-2-fluoro-6-((tetrahydrofuran-3-yl)amino)benzonitrile

2,7,7-trimethyl-3,4,6,7,8,9-hexahydro-1H-pyrido[3,4-b]indol-5(2H)-one

6,6-dimethyl-4,5,6,7-tetrahydro-1H-indol-4-one

4-bromo-2,6-difluorobenzonitrile