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

Base Information

• Chemical Name: 6-chloro-N-[2-fluoro-4-(methylsulfonyl)phenyl]-2-methyl-5-(2-propen-1-yl)-4-pyrimidinamine
• CAS No.: 1001397-48-3
• Molecular Formula: C₁₅H₁₅ClFN₃O₂S
• Molecular Weight: 355.82
• Mol file: 1001397-48-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about 6-chloro-N-[2-fluoro-4-(methylsulfonyl)phenyl]-2-methyl-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: 97.0%

2-fluoro-4-methanesulfonylaniline (832755-13-2) + 5-Allyl-2-methyl-4,6-dichloropyrimidine (85826-33-1) → 6-chloro-N-[2-fluoro-4-(methylsulfonyl)phenyl]-2-methyl-5-(2-propen-1-yl)-4-pyrimidinamine (1001397-48-3)

Guidance literature:

2-fluoro-4-methanesulfonylaniline; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.25h;

5-Allyl-2-methyl-4,6-dichloropyrimidine; In tetrahydrofuran; for 2h; Heating / reflux;

Reference yield:

(2-propenyl)propanedioic acid diethyl ester (2049-80-1) → 6-chloro-N-[2-fluoro-4-(methylsulfonyl)phenyl]-2-methyl-5-(2-propen-1-yl)-4-pyrimidinamine (1001397-48-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium methylate / methanol / 37 h / 20 °C / Inert atmosphere

2: trichlorophosphate / 4 h / Inert atmosphere; Reflux

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

With sodium methylate; sodium hydride; trichlorophosphate; In tetrahydrofuran; methanol;

DOI:10.1021/jm301404a

Reference yield:

6-hydroxy-2-methyl-5-(2-proren-1-yl)-4(1H)-pyrimidinone (85826-32-0) → 6-chloro-N-[2-fluoro-4-(methylsulfonyl)phenyl]-2-methyl-5-(2-propen-1-yl)-4-pyrimidinamine (1001397-48-3)

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

upstream raw materials:

2-fluoro-4-methanesulfonylaniline

5-Allyl-2-methyl-4,6-dichloropyrimidine

(2-propenyl)propanedioic acid diethyl ester

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

Downstream raw materials:

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

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

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

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