5-fluoro-N²-{3-[(triphenyl-λ⁵-phosphanylidene)-amino]-pyrazin-2-yl}benzene-1,2-diamine

Base Information

• Chemical Name: 5-fluoro-N²-{3-[(triphenyl-λ⁵-phosphanylidene)-amino]-pyrazin-2-yl}benzene-1,2-diamine
• CAS No.: 1400820-29-2
• Molecular Formula: C₂₈H₂₃FN₅P
• Molecular Weight: 479.496

Synonyms:5-fluoro-N²-{3-[(triphenyl-λ⁵-phosphanylidene)-amino]-pyrazin-2-yl}benzene-1,2-diamine

Chemical Property of 5-fluoro-N²-{3-[(triphenyl-λ⁵-phosphanylidene)-amino]-pyrazin-2-yl}benzene-1,2-diamine

Chemical Property:

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Technology Process of 5-fluoro-N²-{3-[(triphenyl-λ⁵-phosphanylidene)-amino]-pyrazin-2-yl}benzene-1,2-diamine

There total 3 articles about 5-fluoro-N²-{3-[(triphenyl-λ⁵-phosphanylidene)-amino]-pyrazin-2-yl}benzene-1,2-diamine 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: 59.8%

N-(5-fluoro-2-nitrophenyl)-3-[(triphenyl-λ5-phosphanylidene)-amino]pyrazin-2-amine (1400820-22-5) → 5-fluoro-N2-{3-[(triphenyl-λ5-phosphanylidene)-amino]-pyrazin-2-yl}benzene-1,2-diamine (1400820-29-2)

Guidance literature:

With 5% Pd/C; hydrogen; In methanol; ethyl acetate; at 20 ℃; under 3040.2 Torr;

DOI:10.1016/j.tetlet.2012.07.106

Reference yield:

(chloropyrazin-2-yl)imino-triphenyl-λ5-phosphane (1400820-08-7) → 5-fluoro-N2-{3-[(triphenyl-λ5-phosphanylidene)-amino]-pyrazin-2-yl}benzene-1,2-diamine (1400820-29-2)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; palladium diacetate / toluene / 16 h / 100 °C / Inert atmosphere

2: 5% Pd/C; hydrogen / ethyl acetate; methanol / 20 °C / 3040.2 Torr

With 5% Pd/C; hydrogen; palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In methanol; ethyl acetate; toluene;

DOI:10.1016/j.tetlet.2012.07.106

Reference yield:

triphenylphosphine (603-35-0) → 5-fluoro-N2-{3-[(triphenyl-λ5-phosphanylidene)-amino]-pyrazin-2-yl}benzene-1,2-diamine (1400820-29-2)

Guidance literature:

Multi-step reaction with 3 steps

1: hexachloroethane; triethylamine / toluene / 80 °C

2: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium diacetate / toluene / 16 h / 100 °C / Inert atmosphere

3: 5% Pd/C; hydrogen / ethyl acetate; methanol / 20 °C / 3040.2 Torr

With hexachloroethane; 5% Pd/C; hydrogen; palladium diacetate; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In methanol; ethyl acetate; toluene; 1: |Buchwald-Hartwig Coupling;

DOI:10.1016/j.tetlet.2012.07.106

upstream raw materials:

(chloropyrazin-2-yl)imino-triphenyl-λ⁵-phosphane

triphenylphosphine

N-(5-fluoro-2-nitrophenyl)-3-[(triphenyl-λ⁵-phosphanylidene)-amino]pyrazin-2-amine

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