7-(4-fluorophenyl)-N²-(3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl)-N⁴-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidine-2,4-diamine

Base Information

• Chemical Name: 7-(4-fluorophenyl)-N²-(3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl)-N⁴-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidine-2,4-diamine
• CAS No.: 1263865-62-8
• Molecular Formula: C₂₄H₂₄FN₇O
• Molecular Weight: 445.499

Synonyms:7-(4-fluorophenyl)-N²-(3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl)-N⁴-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidine-2,4-diamine

Chemical Property of 7-(4-fluorophenyl)-N²-(3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl)-N⁴-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidine-2,4-diamine

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Technology Process of 7-(4-fluorophenyl)-N²-(3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl)-N⁴-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidine-2,4-diamine

There total 8 articles about 7-(4-fluorophenyl)-N²-(3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl)-N⁴-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidine-2,4-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: 66.0%

3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)aniline (1185019-85-5) + 2-chloro-7-(4-fluorophenyl)-N-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-amine (1263868-52-5) → 7-(4-fluorophenyl)-N2-(3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl)-N4-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidine-2,4-diamine (1263865-62-8)

Guidance literature:

With sulfuric acid; In 1-methyl-pyrrolidin-2-one; at 100 ℃; for 18h;

DOI:10.1021/acsmedchemlett.8b00541

Reference yield:

2-chloro-5-nitroanisole (1009-36-5) → 7-(4-fluorophenyl)-N2-(3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl)-N4-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidine-2,4-diamine (1263865-62-8)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hydroxide / dimethyl sulfoxide / 6 h / 80 °C

2: palladium 10% on activated carbon; hydrogen / methanol / 18 h / Cooling with ice

3: sulfuric acid / 1-methyl-pyrrolidin-2-one / 18 h / 100 °C

With sulfuric acid; palladium 10% on activated carbon; hydrogen; potassium hydroxide; In 1-methyl-pyrrolidin-2-one; methanol; dimethyl sulfoxide;

DOI:10.1021/acsmedchemlett.8b00541

Reference yield:

ethyl 2-(4-fluorophenyl)acetate (587-88-2) → 7-(4-fluorophenyl)-N2-(3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl)-N4-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidine-2,4-diamine (1263865-62-8)

Guidance literature:

Multi-step reaction with 6 steps

1: caesium carbonate / N,N-dimethyl-formamide / 72 h / Heating

2: sodium hexamethyldisilazane / tetrahydrofuran

3: 16 h / 150 °C

4: trichlorophosphate; N,N-diethylaniline / 4 h / 103 °C

5: tetrahydrofuran

6: sulfuric acid / 1-methyl-pyrrolidin-2-one / 18 h / 100 °C

With sulfuric acid; sodium hexamethyldisilazane; caesium carbonate; N,N-diethylaniline; trichlorophosphate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide; 2: |Dieckmann Condensation;

DOI:10.1021/acsmedchemlett.8b00541

upstream raw materials:

3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)aniline

2-chloro-7-(4-fluorophenyl)-N-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-amine

2-chloro-5-nitroanisole

ethyl 2-(4-fluorophenyl)acetate

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