1-(2,6-dichloro-phenyl)-6-(2,4-difluoro-phenylsulfanyl)-3-(4-methoxy-benzyl)-3,4-dihydro-1H-pyrido[3,2-d]pyrimidin-2-one

Base Information

• Chemical Name: 1-(2,6-dichloro-phenyl)-6-(2,4-difluoro-phenylsulfanyl)-3-(4-methoxy-benzyl)-3,4-dihydro-1H-pyrido[3,2-d]pyrimidin-2-one
• CAS No.: 547756-24-1
• Molecular Formula: C₂₇H₁₉Cl₂F₂N₃O₂S
• Molecular Weight: 558.436

Synonyms:1-(2,6-dichloro-phenyl)-6-(2,4-difluoro-phenylsulfanyl)-3-(4-methoxy-benzyl)-3,4-dihydro-1H-pyrido[3,2-d]pyrimidin-2-one

Chemical Property of 1-(2,6-dichloro-phenyl)-6-(2,4-difluoro-phenylsulfanyl)-3-(4-methoxy-benzyl)-3,4-dihydro-1H-pyrido[3,2-d]pyrimidin-2-one

Chemical Property:

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Technology Process of 1-(2,6-dichloro-phenyl)-6-(2,4-difluoro-phenylsulfanyl)-3-(4-methoxy-benzyl)-3,4-dihydro-1H-pyrido[3,2-d]pyrimidin-2-one

There total 13 articles about 1-(2,6-dichloro-phenyl)-6-(2,4-difluoro-phenylsulfanyl)-3-(4-methoxy-benzyl)-3,4-dihydro-1H-pyrido[3,2-d]pyrimidin-2-one 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: 30.0%

2,4-difluorothiophenol (1996-44-7) + C21H16Cl3N3O2 → 1-(2,6-dichloro-phenyl)-6-(2,4-difluoro-phenylsulfanyl)-3-(4-methoxy-benzyl)-3,4-dihydro-1H-pyrido[3,2-d]pyrimidin-2-one (547756-24-1)

Guidance literature:

With TEA; In N,N-dimethyl-formamide; at 160 ℃; for 10h;

DOI:10.1016/S0960-894X(02)00876-4

Reference yield:

1-[3-bromo-6-(2,4-difluoro-phenylsulfanyl)-pyridin-2-ylmethyl]-3-(2,6-dichloro-phenyl)-1-(4-methoxy-benzyl)-urea → 1-(2,6-dichloro-phenyl)-6-(2,4-difluoro-phenylsulfanyl)-3-(4-methoxy-benzyl)-3,4-dihydro-1H-pyrido[3,2-d]pyrimidin-2-one (547756-24-1)

Guidance literature:

With copper(l) iodide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 150 ℃;

DOI:10.1016/j.bmcl.2003.08.059

Reference yield:

5-bromo-6-methyl-pyridin-2-ylamine (42753-71-9) → 1-(2,6-dichloro-phenyl)-6-(2,4-difluoro-phenylsulfanyl)-3-(4-methoxy-benzyl)-3,4-dihydro-1H-pyrido[3,2-d]pyrimidin-2-one (547756-24-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 70 percent / NaNO₂; HF*pyridine

2: 95 percent / NBS; Bz₂O₂ / CCl₄ / 1 h / 80 °C / Irradiation

3: 91 percent / CH₂Cl₂

4: DIPEA / dioxane / Heating

5: DIPEA / CH₂Cl₂

6: CuI; DIPEA / dimethylformamide / 150 °C

With N-Bromosuccinimide; copper(l) iodide; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine; sodium nitrite; dibenzoyl peroxide; In 1,4-dioxane; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2003.08.059

upstream raw materials:

5-bromo-6-methyl-pyridin-2-ylamine

3-bromo-6-fluoro-2-methyl-pyridine

3-bromo-2-bromomethyl-6-fluoro-pyridine

(3-bromo-6-fluoro-pyridin-2-ylmethyl)-(4-methoxy-benzyl)-amine

Downstream raw materials:

1-(2,6-dichloro-phenyl)-6-(2,4-difluoro-phenylsulfanyl)-3,4-dihydro-1H-pyrido[3,2-d]pyrimidin-2-one

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