N¹-((1S,2S)-2-amino-2,3-dihydro-1H-inden-1-yl)-N²-(4-chloro-3-fluorophenyl)oxalamide

Base Information

• Chemical Name: N¹-((1S,2S)-2-amino-2,3-dihydro-1H-inden-1-yl)-N²-(4-chloro-3-fluorophenyl)oxalamide
• CAS No.: 1374035-62-7
• Molecular Formula: C₁₇H₁₅ClFN₃O₂
• Molecular Weight: 347.776

Synonyms:N¹-((1S,2S)-2-amino-2,3-dihydro-1H-inden-1-yl)-N²-(4-chloro-3-fluorophenyl)oxalamide

Chemical Property of N¹-((1S,2S)-2-amino-2,3-dihydro-1H-inden-1-yl)-N²-(4-chloro-3-fluorophenyl)oxalamide

Chemical Property:

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Technology Process of N¹-((1S,2S)-2-amino-2,3-dihydro-1H-inden-1-yl)-N²-(4-chloro-3-fluorophenyl)oxalamide

There total 5 articles about N¹-((1S,2S)-2-amino-2,3-dihydro-1H-inden-1-yl)-N²-(4-chloro-3-fluorophenyl)oxalamide 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: 87.0%

N1-((1S,2S)-2-azido-2,3-dihydro-1H-inden-1-yl)-N2-(4-chloro-3-fluorophenyl)oxalamide (1374035-57-0) → N1-((1S,2S)-2-amino-2,3-dihydro-1H-inden-1-yl)-N2-(4-chloro-3-fluorophenyl)oxalamide (1374035-62-7)

Guidance literature:

With Pb-poisoned 5% Pd-CaCO3; hydrogen; In methanol; at 20 ℃; for 2h;

DOI:10.1021/jm300265j

Reference yield:

N1-(4-chloro-3-fluorophenyl)-N2-((1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl)oxalamide (1226788-48-2) → N1-((1S,2S)-2-amino-2,3-dihydro-1H-inden-1-yl)-N2-(4-chloro-3-fluorophenyl)oxalamide (1374035-62-7)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap; triethylamine / tetrahydrofuran; 1,2-dichloro-ethane / 2 h / 60 °C / Inert atmosphere

2: sodium azide / dimethyl sulfoxide / 2.5 h / 50 °C / Inert atmosphere

3: Pb-poisoned 5% Pd-CaCO3; hydrogen / methanol / 2 h / 20 °C

With dmap; sodium azide; Pb-poisoned 5% Pd-CaCO3; hydrogen; triethylamine; In tetrahydrofuran; methanol; dimethyl sulfoxide; 1,2-dichloro-ethane;

DOI:10.1021/jm300265j

Reference yield:

ethyl 2-((4-chloro-3-fluorophenyl)amino)-2-oxoacetate (1226789-23-6) → N1-((1S,2S)-2-amino-2,3-dihydro-1H-inden-1-yl)-N2-(4-chloro-3-fluorophenyl)oxalamide (1374035-62-7)

Guidance literature:

Multi-step reaction with 4 steps

1: ethanol / 1 h / 150 °C / sealed tube

2: dmap; triethylamine / tetrahydrofuran; 1,2-dichloro-ethane / 2 h / 60 °C / Inert atmosphere

3: sodium azide / dimethyl sulfoxide / 2.5 h / 50 °C / Inert atmosphere

4: Pb-poisoned 5% Pd-CaCO3; hydrogen / methanol / 2 h / 20 °C

With dmap; sodium azide; Pb-poisoned 5% Pd-CaCO3; hydrogen; triethylamine; In tetrahydrofuran; methanol; ethanol; dimethyl sulfoxide; 1,2-dichloro-ethane;

DOI:10.1021/jm300265j

upstream raw materials:

ethyl 2-((4-chloro-3-fluorophenyl)amino)-2-oxoacetate

N¹-((1S,2S)-2-azido-2,3-dihydro-1H-inden-1-yl)-N²-(4-chloro-3-fluorophenyl)oxalamide

N¹-(4-chloro-3-fluorophenyl)-N²-((1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl)oxalamide

(1S,2R)-1-amino-2-indanol

Downstream raw materials:

amino(((1S,2S)-1-(2-((4-chloro-3-fluorophenyl)amino)-2-oxoacetamido)-2,3-dihydro-1H-inden-2-yl)amino)methaniminium formate

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