N1-{5-chloro-4-[1-(phenylsulfonyl)-1H-indol-3-yl]pyrimidin-2-yl}-benzene-1,3-diamine

Base Information

• Chemical Name: N1-{5-chloro-4-[1-(phenylsulfonyl)-1H-indol-3-yl]pyrimidin-2-yl}-benzene-1,3-diamine
• CAS No.: 1453198-99-6
• Molecular Formula: C₂₄H₁₈ClN₅O₂S
• Molecular Weight: 475.958
• Mol file: 1453198-99-6.mol

Synonyms:N1-{5-chloro-4-[1-(phenylsulfonyl)-1H-indol-3-yl]pyrimidin-2-yl}-benzene-1,3-diamine

Chemical Property of N1-{5-chloro-4-[1-(phenylsulfonyl)-1H-indol-3-yl]pyrimidin-2-yl}-benzene-1,3-diamine

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Technology Process of N1-{5-chloro-4-[1-(phenylsulfonyl)-1H-indol-3-yl]pyrimidin-2-yl}-benzene-1,3-diamine

There total 5 articles about N1-{5-chloro-4-[1-(phenylsulfonyl)-1H-indol-3-yl]pyrimidin-2-yl}-benzene-1,3-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: 80.0%

t-butyl 3-{5-chloro-4-[1-(phenylsulfonyl)-1H-indol-3-yl]-pyrimidin-2-ylamino}phenylcarbamate (1453198-98-5) → N1-{5-chloro-4-[1-(phenylsulfonyl)-1H-indol-3-yl]pyrimidin-2-yl}-benzene-1,3-diamine (1453198-99-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/jm400822z

Reference yield: 34.0%

3-(2,5-dichloropyrimidin-4-yl)-1-(phenylsulfonyl)-1H-indole (882562-40-5) + m-phenylenediamine (108-45-2,64554-26-3,76583-20-5) → N1-{5-chloro-4-[1-(phenylsulfonyl)-1H-indol-3-yl]pyrimidin-2-yl}-benzene-1,3-diamine (1453198-99-6)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 175 ℃; for 0.25h; Microwave irradiation;

Reference yield: 32.0%

3-(2,5-dichloropyrimidin-4-yl)-1-(phenylsulfonyl)-1H-indole (882562-40-5) + (3-aminophenyl)carbamic acid tert-butyl ester (68621-88-5) → N1-{5-chloro-4-[1-(phenylsulfonyl)-1H-indol-3-yl]pyrimidin-2-yl}-benzene-1,3-diamine (1453198-99-6)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 175 ℃; for 0.25h; Microwave irradiation;

upstream raw materials:

3-(2,5-dichloropyrimidin-4-yl)-1-(phenylsulfonyl)-1H-indole

1-(phenylsulfonyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

t-butyl 3-{5-chloro-4-[1-(phenylsulfonyl)-1H-indol-3-yl]-pyrimidin-2-ylamino}phenylcarbamate

m-phenylenediamine

Downstream raw materials:

(E)-N-(3-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-ylamino)phenyl)-4-(dimethylamino)but-2-enamide

N-{3-[5-chloro-4-(1H-indol-3-yl)pyrimidin-2-ylamino]phenyl}acrylamide

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