3-bromo-5-(4,4-dimethyl-1,3-oxazolin-2-yl)-2-(4-methoxyphenyl)pyridine

Base Information

Chemical Name:3-bromo-5-(4,4-dimethyl-1,3-oxazolin-2-yl)-2-(4-methoxyphenyl)pyridine
CAS No.:923276-75-9
Molecular Formula:C₁₇H₁₇BrN₂O₂
Molecular Weight:361.238
Hs Code.:

Synonyms:3-bromo-5-(4,4-dimethyl-1,3-oxazolin-2-yl)-2-(4-methoxyphenyl)pyridine

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Chemical Property of 3-bromo-5-(4,4-dimethyl-1,3-oxazolin-2-yl)-2-(4-methoxyphenyl)pyridine

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Technology Process of 3-bromo-5-(4,4-dimethyl-1,3-oxazolin-2-yl)-2-(4-methoxyphenyl)pyridine

There total 5 articles about 3-bromo-5-(4,4-dimethyl-1,3-oxazolin-2-yl)-2-(4-methoxyphenyl)pyridine 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: 65.0%

: 923276-49-7
3-bromo-5-(4,5-dihydro-4,4-dimethyloxazol-2-yl)pyridine

: 696-62-8
para-iodoanisole

: 923276-75-9
3-bromo-5-(4,4-dimethyl-1,3-oxazolin-2-yl)-2-(4-methoxyphenyl)pyridine

Guidance literature:: 3-bromo-5-(4,5-dihydro-4,4-dimethyloxazol-2-yl)pyridine; With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; at -78 ℃;

With zinc(II) chloride; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; for 1h;

para-iodoanisole; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; for 20h; Heating;
DOI:10.1021/ol062556i

Reference yield:

: 923276-95-3
5-bromo-N-(2-hydroxy-1,1-dimethylethyl)nicotinamide

: 923276-75-9
3-bromo-5-(4,4-dimethyl-1,3-oxazolin-2-yl)-2-(4-methoxyphenyl)pyridine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 70 percent / thionyl chloride / 16 h / 20 °C

2.1: lithium 2,2,6,6-tetramethylpiperidide / tetrahydrofuran / -78 °C

2.2: ZnCl₂ / tetrahydrofuran; diethyl ether / 1 h / -78 - 20 °C

2.3: 65 percent / Pd(PPh₃)4 / tetrahydrofuran; diethyl ether / 20 h / Heating

With thionyl chloride; 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; 2.3: Negishi coupling;
DOI:10.1021/ol062556i

Reference yield:

: 39620-02-5
5-bromonicotinoyl chloride

: 923276-75-9
3-bromo-5-(4,4-dimethyl-1,3-oxazolin-2-yl)-2-(4-methoxyphenyl)pyridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: CH₂Cl₂ / 48 h / 0 - 20 °C

2.1: 70 percent / thionyl chloride / 16 h / 20 °C

3.1: lithium 2,2,6,6-tetramethylpiperidide / tetrahydrofuran / -78 °C

3.2: ZnCl₂ / tetrahydrofuran; diethyl ether / 1 h / -78 - 20 °C

3.3: 65 percent / Pd(PPh₃)4 / tetrahydrofuran; diethyl ether / 20 h / Heating

With thionyl chloride; 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; dichloromethane; 3.3: Negishi coupling;
DOI:10.1021/ol062556i