6-chloro-N-[2-fluoro-4-(methylsulfonyl)phenyl]-5-(2-propen-1-yl)-4-pyrimidinamine

Base Information

• Chemical Name: 6-chloro-N-[2-fluoro-4-(methylsulfonyl)phenyl]-5-(2-propen-1-yl)-4-pyrimidinamine
• CAS No.: 1001397-14-3
• Molecular Formula: C₁₄H₁₃ClFN₃O₂S
• Molecular Weight: 341.794

Synonyms:6-chloro-N-[2-fluoro-4-(methylsulfonyl)phenyl]-5-(2-propen-1-yl)-4-pyrimidinamine

Chemical Property of 6-chloro-N-[2-fluoro-4-(methylsulfonyl)phenyl]-5-(2-propen-1-yl)-4-pyrimidinamine

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

5-Allyl-6-chloro-N-(2-fluoro-4-(methylsulfonyl)phenyl)pyrimidin-4-amine 97% ^*data from reagent suppliers

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Technology Process of 6-chloro-N-[2-fluoro-4-(methylsulfonyl)phenyl]-5-(2-propen-1-yl)-4-pyrimidinamine

There total 2 articles about 6-chloro-N-[2-fluoro-4-(methylsulfonyl)phenyl]-5-(2-propen-1-yl)-4-pyrimidinamine 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%

2-fluoro-4-methanesulfonylaniline (832755-13-2) + 5-allyl-4,6-dichloropyrimidine (16019-31-1) → 6-chloro-N-[2-fluoro-4-(methylsulfonyl)phenyl]-5-(2-propen-1-yl)-4-pyrimidinamine (1001397-14-3)

Guidance literature:

2-fluoro-4-methanesulfonylaniline; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 1h;

5-allyl-4,6-dichloropyrimidine; In tetrahydrofuran; for 3h; Heating / reflux;

Reference yield:

6-hydroxy-5-(2-propen-1-yl)-4(1H)-pyrimidinone (16019-30-0) → 6-chloro-N-[2-fluoro-4-(methylsulfonyl)phenyl]-5-(2-propen-1-yl)-4-pyrimidinamine (1001397-14-3)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / 4 h / Inert atmosphere; Reflux

2: sodium hydride / tetrahydrofuran / 3 h / Inert atmosphere; Reflux

With sodium hydride; trichlorophosphate; In tetrahydrofuran;

DOI:10.1021/jm301404a

Reference yield: 100.0%

6-chloro-N-[2-fluoro-4-(methylsulfonyl)phenyl]-5-(2-propen-1-yl)-4-pyrimidinamine (1001397-14-3) + di-tert-butyl dicarbonate (24424-99-5) → 1,1-dimethylethyl [6-chloro-5-(2-oxoethyl)-4-pyrimidinyl][2-fluoro-4-(methylsulfonyl)phenyl]carbamate (1001398-37-3)

Guidance literature:

With potassium osmate(VI) dihydrate; sodium periodate; In water; acetone; for 4h;

DOI:10.1021/jm301404a

upstream raw materials:

2-fluoro-4-methanesulfonylaniline

5-allyl-4,6-dichloropyrimidine

6-hydroxy-5-(2-propen-1-yl)-4(1H)-pyrimidinone

Downstream raw materials:

1,1-dimethylethyl [6-chloro-5-(2-propen-1-yl)-4-pyrimidinyl][2-fluoro-4-(methylsulfonyl)phenyl]carbamate

2-(4-chloro-6-((2-fluoro-4-methanesulfonylphenyl)amino)pyrimidin-5-yl)ethanol

4-chloro-7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine

1,1-dimethylethyl 4-({7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl}oxy)-1-piperidinecarboxylate

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