Technology Process of 3-bromo-2-(4-cyanophenyl)-5-(4,4-dimethyl-1,3-oxazolin-2-yl)pyridine
There total 5 articles about 3-bromo-2-(4-cyanophenyl)-5-(4,4-dimethyl-1,3-oxazolin-2-yl)pyridine which
guide to synthetic route it.
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synthetic route:
- 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;
4-iodobenzonitrile;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; diethyl ether;
for 20h;
Heating;
DOI:10.1021/ol062556i
- 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: 89 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
- 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: 89 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
