Technology Process of methyl 1-(4-methoxybenzyl)-4-bromo-5-(3,4,5-trimethoxyphenyl)-1H-pyrrole-2-carboxylate
There total 4 articles about methyl 1-(4-methoxybenzyl)-4-bromo-5-(3,4,5-trimethoxyphenyl)-1H-pyrrole-2-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
methyl 4,5-dibromo-1-(4-methoxybenzyl)-1H-pyrrole-2-carboxylate;
With
phenyllithium;
In
tetrahydrofuran; diethyl ether; cyclohexane;
at -78 ℃;
for 0.2h;
With
zinc(II) chloride;
In
tetrahydrofuran; diethyl ether; cyclohexane;
at -78 ℃;
for 0.0833333h;
5-iodo-1,2,3-trimethoxybenzene;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; diethyl ether; cyclohexane;
at -78 - 66 ℃;
for 50h;
DOI:10.1016/j.bmc.2006.02.018
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 75 percent / sodium hydroxide / H2O; CH2Cl2 / 16 h / 18 °C
2.1: 83 percent / N-bromosuccinimide / dimethylformamide / 16 h / 0 - 18 °C
3.1: phenyllithium / cyclohexane; diethyl ether; tetrahydrofuran / 0.2 h / -78 °C
3.2: zinc chloride / cyclohexane; diethyl ether; tetrahydrofuran / 0.08 h / -78 °C
3.3: 82 percent / Pd(PPh3)4 / cyclohexane; diethyl ether; tetrahydrofuran / 50 h / -78 - 66 °C
With
sodium hydroxide; N-Bromosuccinimide; phenyllithium;
In
tetrahydrofuran; diethyl ether; dichloromethane; cyclohexane; water; N,N-dimethyl-formamide;
3.3: Negishi cross-coupling;
DOI:10.1016/j.bmc.2006.02.018
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 75 percent / sodium hydroxide / H2O; CH2Cl2 / 16 h / 18 °C
2.1: 83 percent / N-bromosuccinimide / dimethylformamide / 16 h / 0 - 18 °C
3.1: phenyllithium / cyclohexane; diethyl ether; tetrahydrofuran / 0.2 h / -78 °C
3.2: zinc chloride / cyclohexane; diethyl ether; tetrahydrofuran / 0.08 h / -78 °C
3.3: 82 percent / Pd(PPh3)4 / cyclohexane; diethyl ether; tetrahydrofuran / 50 h / -78 - 66 °C
With
sodium hydroxide; N-Bromosuccinimide; phenyllithium;
In
tetrahydrofuran; diethyl ether; dichloromethane; cyclohexane; water; N,N-dimethyl-formamide;
3.3: Negishi cross-coupling;
DOI:10.1016/j.bmc.2006.02.018
