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

Base Information

• Chemical Name: 4-chloro-7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine
• CAS No.: 1001397-19-8
• Molecular Formula: C₁₃H₁₁ClFN₃O₂S
• Molecular Weight: 327.767

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

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

Chemical Property:

Purity/Quality:

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MSDS Files:

SDS file from LookChem

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

There total 6 articles about 4-chloro-7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine 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: 89.0%

2-(4-chloro-6-{{[(1,1-dimethylethyl)oxy]carbonyl}[2-fluoro-4-(methylsulfonyl)phenyl]amino}-5-pyrimidinyl)ethyl methanesulfonate (1001397-18-7) → 4-chloro-7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine (1001397-19-8)

Guidance literature:

2-(4-chloro-6-{{[(1,1-dimethylethyl)oxy]carbonyl}[2-fluoro-4-(methylsulfonyl)phenyl]amino}-5-pyrimidinyl)ethyl methanesulfonate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

With triethylamine; In dichloromethane; at 20 ℃; for 2h;

Reference yield: 85.0%

2-fluoro-4-methanesulfonylaniline (832755-13-2) + 2-(4,6-dichloropyrimidin-5-yl)acetaldehyde (16019-33-3) → 4-chloro-7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine (1001397-19-8)

Guidance literature:

With sodium tris(acetoxy)borohydride; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.bmcl.2018.12.041

Reference yield: 46.0%

2-(4-chloro-6-((2-fluoro-4-methanesulfonylphenyl)amino)pyrimidin-5-yl)ethanol (1416272-95-1) → 4-chloro-7-[2-fluoro-4-(methylsulfonyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine (1001397-19-8)

Guidance literature:

With triethylamine; Methanesulfonic anhydride; In dichloromethane; at 5 - 20 ℃; for 15h;

DOI:10.1021/jm301404a

upstream raw materials:

2-(4-chloro-6-{{[(1,1-dimethylethyl)oxy]carbonyl}[2-fluoro-4-(methylsulfonyl)phenyl]amino}-5-pyrimidinyl)ethyl methanesulfonate

2-fluoro-4-methanesulfonylaniline

2-(4,6-dichloropyrimidin-5-yl)acetaldehyde

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

Downstream raw materials:

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

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

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

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

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