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

Base Information

• Chemical Name: N¹-((1R,2R)-2-(azidomethyl)-2,3-dihydro-1H-inden-1-yl)-N²-(4-chloro-3-fluorophenyl) oxalamide
• CAS No.: 1422851-73-7
• Molecular Formula: C₁₈H₁₅ClFN₅O₂
• Molecular Weight: 387.801

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

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

Chemical Property:

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

There total 10 articles about N¹-((1R,2R)-2-(azidomethyl)-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: 71.0%

[(1R,2S)-1-{(2-((4-chloro-3-fluorophenyl)amino)-2-oxoacetamido)-2,3-dihydro-1H-inden-2-yl}methyl] methanesulfonate (1422851-70-4) → N1-((1R,2R)-2-(azidomethyl)-2,3-dihydro-1H-inden-1-yl)-N2-(4-chloro-3-fluorophenyl) oxalamide (1422851-73-7)

Guidance literature:

With sodium azide; In dimethyl sulfoxide; at 70 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ml300407y

Reference yield:

N1-(4-chloro-3-fluorophenyl)-N2-((1R,2S)-2-(hydroxymethyl)-2,3-dihydro-1H-inden-1-yl)oxalamide (1422851-50-0) → N1-((1R,2R)-2-(azidomethyl)-2,3-dihydro-1H-inden-1-yl)-N2-(4-chloro-3-fluorophenyl) oxalamide (1422851-73-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 20 °C / Inert atmosphere

2: sodium azide / dimethyl sulfoxide / 3 h / 70 °C / Inert atmosphere

With sodium azide; triethylamine; In dichloromethane; dimethyl sulfoxide;

DOI:10.1021/ml300407y

Reference yield:

N1-(4-chloro-3-fluorophenyl)-N2-(2-formylindan-1-yl)oxalamide → N1-((1R,2R)-2-(azidomethyl)-2,3-dihydro-1H-inden-1-yl)-N2-(4-chloro-3-fluorophenyl) oxalamide (1422851-73-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 2,2,2-trifluoroacetic acid ammonia / methanol; dichloromethane / 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 20 °C / Inert atmosphere

3.1: sodium azide / dimethyl sulfoxide / 3 h / 70 °C / Inert atmosphere

With sodium azide; 2,2,2-trifluoroacetic acid ammonia; triethylamine; In methanol; dichloromethane; dimethyl sulfoxide;

DOI:10.1021/ml300407y

upstream raw materials:

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

[(1R,2S)-1-{(2-((4-chloro-3-fluorophenyl)amino)-2-oxoacetamido)-2,3-dihydro-1H-inden-2-yl}methyl] methanesulfonate

1-indene

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

Downstream raw materials:

(+)-N¹-(4-chloro-3-fluorophenyl)-N²-(trans-2-(guanidinomethyl)indan-1-yl)oxalamide formate salt

(-)-N¹-(4-chloro-3-fluorophenyl)-N²-(trans-2-(guanidinomethyl)indan-1-yl)oxalamide formate salt

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