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

Base Information

• Chemical Name: [4,6-dibromo-2-(2-chloro-phenyl)-pyridin-3-ylmethyl]-(4-methoxy-benzyl)-amine
• CAS No.: 906463-08-9
• Molecular Formula: C₂₀H₁₇Br₂ClN₂O
• Molecular Weight: 496.629

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

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

Chemical Property:

Purity/Quality:

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

There total 7 articles about [4,6-dibromo-2-(2-chloro-phenyl)-pyridin-3-ylmethyl]-(4-methoxy-benzyl)-amine 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: 75.0%

4-methoxy-benzylamine (2393-23-9) + 4,6-Dibromo-3-(bromomethyl)-2-(2-chlorophenyl)pyridine (444665-07-0) → [4,6-dibromo-2-(2-chloro-phenyl)-pyridin-3-ylmethyl]-(4-methoxy-benzyl)-amine (906463-08-9)

Guidance literature:

In dichloromethane; at 20 ℃;

DOI:10.1016/j.bmcl.2006.05.045

Reference yield:

2-chloro-3-methyl-5-nitropyridine (22280-56-4) → [4,6-dibromo-2-(2-chloro-phenyl)-pyridin-3-ylmethyl]-(4-methoxy-benzyl)-amine (906463-08-9)

Guidance literature:

Multi-step reaction with 6 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

With hydrogenchloride; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; nickel; 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) → [4,6-dibromo-2-(2-chloro-phenyl)-pyridin-3-ylmethyl]-(4-methoxy-benzyl)-amine (906463-08-9)

Guidance literature:

Multi-step reaction with 6 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

With hydrogenchloride; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; nickel; 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:

4-methoxy-benzylamine

4,6-Dibromo-3-(bromomethyl)-2-(2-chlorophenyl)pyridine

2-chloro-3-methyl-5-nitropyridine

2-Chlorobenzeneboronic acid

Downstream raw materials:

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

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

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

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

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