7-bromo-5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-3-(4-methoxy-benzyl)-3,4-dihydro-1H-pyrido[4,3-d]pyrimidin-2-one

Base Information

• Chemical Name: 7-bromo-5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-3-(4-methoxy-benzyl)-3,4-dihydro-1H-pyrido[4,3-d]pyrimidin-2-one
• CAS No.: 906463-10-3
• Molecular Formula: C₂₇H₁₉BrCl₃N₃O₂
• Molecular Weight: 603.73

Synonyms:7-bromo-5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-3-(4-methoxy-benzyl)-3,4-dihydro-1H-pyrido[4,3-d]pyrimidin-2-one

Chemical Property of 7-bromo-5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-3-(4-methoxy-benzyl)-3,4-dihydro-1H-pyrido[4,3-d]pyrimidin-2-one

Chemical Property:

Purity/Quality:

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Technology Process of 7-bromo-5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-3-(4-methoxy-benzyl)-3,4-dihydro-1H-pyrido[4,3-d]pyrimidin-2-one

There total 9 articles about 7-bromo-5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-3-(4-methoxy-benzyl)-3,4-dihydro-1H-pyrido[4,3-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: 89.0%

1-[4,6-dibromo-2-(2-chloro-phenyl)-pyridin-3-ylmethyl]-3-(2,6-dichloro-phenyl)-1-(4-methoxy-benzyl)-urea (906463-09-0) → 7-bromo-5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-3-(4-methoxy-benzyl)-3,4-dihydro-1H-pyrido[4,3-d]pyrimidin-2-one (906463-10-3)

Guidance literature:

With pyridine; copper(l) iodide; potassium carbonate; at 150 ℃; for 0.5h;

DOI:10.1016/j.bmcl.2006.05.045

Reference yield:

2-chloro-3-methyl-5-nitropyridine (22280-56-4) → 7-bromo-5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-3-(4-methoxy-benzyl)-3,4-dihydro-1H-pyrido[4,3-d]pyrimidin-2-one (906463-10-3)

Guidance literature:

Multi-step reaction with 8 steps

1: 88 percent / aq. Cs₂CO₃; Pd(PPh₃)4 / toluene; methanol / 12 h / Heating

2: 85 percent / Raney Ni / methanol / 7 h / 20 °C

3: 85 percent / Br₂; aq. HCl / tetrahydrofuran / 2 h

4: 80 percent / i-amylONO / tetrahydrofuran / 1 h / Heating

5: 85 percent / NBS; Bz₂O₂ / CCl₄ / 95 °C

6: 75 percent / CH₂Cl₂ / 20 °C

7: 89 percent / K₂CO₃; CuI; pyridine / 0.5 h / 150 °C

With pyridine; hydrogenchloride; N-Bromosuccinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; nickel; potassium carbonate; caesium carbonate; isopentyl nitrite; dibenzoyl peroxide; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; toluene; 1: Suzuki coupling;

DOI:10.1016/j.bmcl.2006.05.045

Reference yield:

2-Chlorobenzeneboronic acid (3900-89-8) → 7-bromo-5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-3-(4-methoxy-benzyl)-3,4-dihydro-1H-pyrido[4,3-d]pyrimidin-2-one (906463-10-3)

Guidance literature:

Multi-step reaction with 8 steps

1: 88 percent / aq. Cs₂CO₃; Pd(PPh₃)4 / toluene; methanol / 12 h / Heating

2: 85 percent / Raney Ni / methanol / 7 h / 20 °C

3: 85 percent / Br₂; aq. HCl / tetrahydrofuran / 2 h

4: 80 percent / i-amylONO / tetrahydrofuran / 1 h / Heating

5: 85 percent / NBS; Bz₂O₂ / CCl₄ / 95 °C

6: 75 percent / CH₂Cl₂ / 20 °C

7: 89 percent / K₂CO₃; CuI; pyridine / 0.5 h / 150 °C

With pyridine; hydrogenchloride; N-Bromosuccinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; nickel; potassium carbonate; caesium carbonate; isopentyl nitrite; dibenzoyl peroxide; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; toluene; 1: Suzuki coupling;

DOI:10.1016/j.bmcl.2006.05.045

upstream raw materials:

1-[4,6-dibromo-2-(2-chloro-phenyl)-pyridin-3-ylmethyl]-3-(2,6-dichloro-phenyl)-1-(4-methoxy-benzyl)-urea

[4,6-dibromo-2-(2-chloro-phenyl)-pyridin-3-ylmethyl]-(4-methoxy-benzyl)-amine

2-chloro-3-methyl-5-nitropyridine

2-Chlorobenzeneboronic acid

Downstream raw materials:

5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-7-piperidin-4-yl-3,4-dihydro-1H-pyrido[4,3-d]pyrimidin-2-one

4-[5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-2-oxo-1,2,3,4-tetrahydro-pyrido[4,3-d]pyrimidin-7-yl]-piperidine-1-carboxylic acid tert-butyl ester

4-[5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-2-oxo-1,2,3,4-tetrahydro-pyrido[4,3-d]pyrimidin-7-yl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

7-bromo-5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-3,4-dihydro-1H-pyrido[4,3-d]pyrimidin-2-one

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