2-Phenyl-6-{6-{2-phenyl-6-{6-[2-phenyl-6-(4-propylsulfanyl[2,2']bipyridinyl-6-yl)pyrimidin-4-yl]-4-propylsulfanylpyridin-2-yl}pyrimidin-4-yl}-4-propylsulfanylpyridin-2-yl}pyrimidin-4-carbaldehyde

Base Information

• Chemical Name: 2-Phenyl-6-{6-{2-phenyl-6-{6-[2-phenyl-6-(4-propylsulfanyl[2,2']bipyridinyl-6-yl)pyrimidin-4-yl]-4-propylsulfanylpyridin-2-yl}pyrimidin-4-yl}-4-propylsulfanylpyridin-2-yl}pyrimidin-4-carbaldehyde
• CAS No.: 1026477-21-3
• Molecular Formula: C₆₀H₅₀N₁₀OS₃
• Molecular Weight: 1023.32

Synonyms:2-Phenyl-6-{6-{2-phenyl-6-{6-[2-phenyl-6-(4-propylsulfanyl[2,2']bipyridinyl-6-yl)pyrimidin-4-yl]-4-propylsulfanylpyridin-2-yl}pyrimidin-4-yl}-4-propylsulfanylpyridin-2-yl}pyrimidin-4-carbaldehyde

Chemical Property of 2-Phenyl-6-{6-{2-phenyl-6-{6-[2-phenyl-6-(4-propylsulfanyl[2,2']bipyridinyl-6-yl)pyrimidin-4-yl]-4-propylsulfanylpyridin-2-yl}pyrimidin-4-yl}-4-propylsulfanylpyridin-2-yl}pyrimidin-4-carbaldehyde

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Technology Process of 2-Phenyl-6-{6-{2-phenyl-6-{6-[2-phenyl-6-(4-propylsulfanyl[2,2']bipyridinyl-6-yl)pyrimidin-4-yl]-4-propylsulfanylpyridin-2-yl}pyrimidin-4-yl}-4-propylsulfanylpyridin-2-yl}pyrimidin-4-carbaldehyde

There total 17 articles about 2-Phenyl-6-{6-{2-phenyl-6-{6-[2-phenyl-6-(4-propylsulfanyl[2,2']bipyridinyl-6-yl)pyrimidin-4-yl]-4-propylsulfanylpyridin-2-yl}pyrimidin-4-yl}-4-propylsulfanylpyridin-2-yl}pyrimidin-4-carbaldehyde 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: 92.0%

{2-Phenyl-6-{6-{2-phenyl-6-{6-[2-phenyl-6-(4-propylsulfanyl[2,2']bipyridinyl-6-yl)pyrimidin-4-yl]-4-propylsulfanylpyridin-2-yl}pyrimidin-4-yl}-4-propylsulfanylpyridin-2-yl}pyrimidin-4-yl}methanol → 2-Phenyl-6-{6-{2-phenyl-6-{6-[2-phenyl-6-(4-propylsulfanyl[2,2']bipyridinyl-6-yl)pyrimidin-4-yl]-4-propylsulfanylpyridin-2-yl}pyrimidin-4-yl}-4-propylsulfanylpyridin-2-yl}pyrimidin-4-carbaldehyde (1026477-21-3)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - -45 ℃; for 1h;

DOI:10.1002/1521-3765(20001117)6:22<4124::AID-CHEM4124>3.0.CO;2-M

Reference yield:

fenclorim (3740-92-9) → 2-Phenyl-6-{6-{2-phenyl-6-{6-[2-phenyl-6-(4-propylsulfanyl[2,2']bipyridinyl-6-yl)pyrimidin-4-yl]-4-propylsulfanylpyridin-2-yl}pyrimidin-4-yl}-4-propylsulfanylpyridin-2-yl}pyrimidin-4-carbaldehyde (1026477-21-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: Pd(PPh₃)2Cl₂ / dimethylformamide / 20 h / 80 °C

1.2: aq. KF / diethyl ether; dimethylformamide / 1 h / 20 °C

2.1: 4.67 g / aq. HCl / acetone / 20 °C

3.1: NaH / dimethylsulfoxide / 0.5 h / 20 °C

3.2: 86 percent / dimethylsulfoxide / 15 h / 20 °C

4.1: KOBu-t / tetrahydrofuran / 0.17 h

4.2: tetrahydrofuran / 18.08 h / 0 - 20 °C

4.3: 61 percent / ammonium acetate / acetic acid; tetrahydrofuran / 1.67 h / 80 °C

5.1: NaH / tetrahydrofuran / 0.08 h / 20 °C

5.2: tetrahydrofuran / 16 h / 50 °C

5.3: 61 percent / ammonium acetate / tetrahydrofuran; acetic acid / 1 h / 80 °C

6.1: 100 percent / Bu₄NF / tetrahydrofuran / 1.5 h / 20 °C

7.1: 92 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / 1 h / -78 - -45 °C

With hydrogenchloride; oxalyl dichloride; potassium tert-butylate; tetrabutyl ammonium fluoride; sodium hydride; dimethyl sulfoxide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; 1.1: Stille coupling / 7.1: Swern oxidation;

DOI:10.1002/1521-3765(20001117)6:22<4124::AID-CHEM4124>3.0.CO;2-M

Reference yield:

4-(methoxymethyl)-2-phenylpyrimidine (127958-19-4) → 2-Phenyl-6-{6-{2-phenyl-6-{6-[2-phenyl-6-(4-propylsulfanyl[2,2']bipyridinyl-6-yl)pyrimidin-4-yl]-4-propylsulfanylpyridin-2-yl}pyrimidin-4-yl}-4-propylsulfanylpyridin-2-yl}pyrimidin-4-carbaldehyde (1026477-21-3)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 29.0 g / POCl₃ / 3 h / Heating

2.1: BBr₃ / CH₂Cl₂ / 3 h / -12 - 0 °C

2.2: 99 percent / H₂O / diethyl ether; CH₂Cl₂ / 2 h / 20 °C

3.1: 100 percent / imidazole; DMAP / CH₂Cl₂ / 24 h / 20 °C

4.1: Pd(PPh₃)2Cl₂ / dimethylformamide / 18 h / 80 °C

4.2: aq. KF / diethyl ether; dimethylformamide / 0.75 h / 20 °C

5.1: 14.94 g / aq. HCl / acetone / 20 °C

6.1: KOBu-t / tetrahydrofuran / 0.17 h

6.2: tetrahydrofuran / 18.08 h / 0 - 20 °C

6.3: 61 percent / ammonium acetate / acetic acid; tetrahydrofuran / 1.67 h / 80 °C

7.1: NaH / tetrahydrofuran / 0.08 h / 20 °C

7.2: tetrahydrofuran / 16 h / 50 °C

7.3: 61 percent / ammonium acetate / tetrahydrofuran; acetic acid / 1 h / 80 °C

8.1: 100 percent / Bu₄NF / tetrahydrofuran / 1.5 h / 20 °C

9.1: 92 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / 1 h / -78 - -45 °C

With 1H-imidazole; hydrogenchloride; dmap; oxalyl dichloride; potassium tert-butylate; tetrabutyl ammonium fluoride; boron tribromide; sodium hydride; dimethyl sulfoxide; triethylamine; trichlorophosphate; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone; 4.1: Stille coupling / 9.1: Swern oxidation;

DOI:10.1002/1521-3765(20001117)6:22<4124::AID-CHEM4124>3.0.CO;2-M

upstream raw materials:

fenclorim

4-(methoxymethyl)-2-phenylpyrimidine

benzamidine monohydrochloride

4-Chloro-6-hydroxymethyl-2-phenylpyrimidine

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