1,5-dimethyl-6-oxo-4-(3-trifluoromethyl-phenyl)-1,6-dihydro-pyridine-2-carbonitrile

Base Information

Chemical Name:1,5-dimethyl-6-oxo-4-(3-trifluoromethyl-phenyl)-1,6-dihydro-pyridine-2-carbonitrile
CAS No.:777096-69-2
Molecular Formula:C₁₅H₁₁F₃N₂O
Molecular Weight:292.26
Hs Code.:

Synonyms:1,5-dimethyl-6-oxo-4-(3-trifluoromethyl-phenyl)-1,6-dihydro-pyridine-2-carbonitrile

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Chemical Property of 1,5-dimethyl-6-oxo-4-(3-trifluoromethyl-phenyl)-1,6-dihydro-pyridine-2-carbonitrile

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Technology Process of 1,5-dimethyl-6-oxo-4-(3-trifluoromethyl-phenyl)-1,6-dihydro-pyridine-2-carbonitrile

There total 6 articles about 1,5-dimethyl-6-oxo-4-(3-trifluoromethyl-phenyl)-1,6-dihydro-pyridine-2-carbonitrile 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: 76.0%

: 74-88-4
methyl iodide

: 777096-66-9
5-methyl-6-oxo-4-(3-trifluoromethyl-phenyl)-1,6-dihydro-pyridine-2-carbonitrile

: 777096-69-2
1,5-dimethyl-6-oxo-4-(3-trifluoromethyl-phenyl)-1,6-dihydro-pyridine-2-carbonitrile

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2004.07.004

Reference yield:

: 2369-19-9
2-fluoro-5-methylpyridine

: 777096-69-2
1,5-dimethyl-6-oxo-4-(3-trifluoromethyl-phenyl)-1,6-dihydro-pyridine-2-carbonitrile

Guidance literature:: Multi-step reaction with 8 steps

1.1: LDA / tetrahydrofuran / -78 °C

1.2: 74 percent / I₂ / tetrahydrofuran / -78 - 20 °C

2.1: LDA / tetrahydrofuran / -78 °C

2.2: 90 percent / H₂O / tetrahydrofuran / -78 - 20 °C

3.1: 84 percent / Pd(PPh₃)4; aq. Na₂CO₃ / toluene; ethanol / Heating

4.1: 45 percent / dimethylsulfoxide / 110 °C

5.1: H₂O₂ / acetic acid / 6 h / 100 °C

6.1: Heating

7.1: aq. CH₃COONa / dioxane / 3 h / Heating

8.1: 76 percent / NaH / dimethylformamide

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dihydrogen peroxide; sodium acetate; sodium hydride; sodium carbonate; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; ethanol; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 3.1: Suzuki coupling;
DOI:10.1016/j.bmcl.2004.07.004

Reference yield:

: 153034-94-7
2-Fluoro-4-iodo-5-methylpyridine

: 777096-69-2
1,5-dimethyl-6-oxo-4-(3-trifluoromethyl-phenyl)-1,6-dihydro-pyridine-2-carbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: 84 percent / Pd(PPh₃)4; aq. Na₂CO₃ / toluene; ethanol / Heating

2: 45 percent / dimethylsulfoxide / 110 °C

3: H₂O₂ / acetic acid / 6 h / 100 °C

4: Heating

5: aq. CH₃COONa / dioxane / 3 h / Heating

6: 76 percent / NaH / dimethylformamide

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dihydrogen peroxide; sodium acetate; sodium hydride; sodium carbonate; In 1,4-dioxane; ethanol; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 1: Suzuki coupling;
DOI:10.1016/j.bmcl.2004.07.004