Technology Process of 6-benzyloxy-1-[4-(3,4-dimethylpiperazin-1-yl)phenyl]-2-phenyl-1,2,3,4-tetrahydroisoquinoline
There total 9 articles about 6-benzyloxy-1-[4-(3,4-dimethylpiperazin-1-yl)phenyl]-2-phenyl-1,2,3,4-tetrahydroisoquinoline which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
formaldehyd; 6-benzyloxy-1-[4-(3-methylpiperazin-1-yl)phenyl]-2-phenyl-1,2,3,4-tetrahydroisoquinoline;
With
acetic acid;
In
methanol;
at 80 ℃;
for 1h;
With
sodium cyanoborohydride;
In
methanol; dichloromethane;
at 0 ℃;
for 1h;
DOI:10.1021/jm040858p
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 93 percent / NaI; KOH / ethanol / 16 h / Heating
2.1: 99 percent / (COCl)2 / CH2Cl2 / 5 h / 20 °C
3.1: 61 percent / Na2CO3 / benzene / 6 h / Heating
4.1: 78 percent / LAH / dioxane; diethyl ether / 17 h / 35 °C
5.1: 69 percent / Na2CO3 / benzene / 1.5 h / Heating
6.1: POCl3 / 18 h / Heating
6.2: 73 percent / NaBH4 / methanol / 4 h / 20 °C
7.1: 61 percent / tBuOK; Pd2(dba)3; 1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazolium*BF4 / dioxane / 44 h / 27 - 40 °C
8.1: aq. AcOH / methanol / 1 h / 80 °C
8.2: 81 percent / NaBH3CN / methanol; CH2Cl2 / 1 h / 0 °C
With
1,3-bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazolium tetrafluoroborate; potassium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; tris(dibenzylideneacetone)dipalladium (0); potassium tert-butylate; sodium carbonate; acetic acid; sodium iodide; trichlorophosphate;
In
1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; benzene;
DOI:10.1021/jm040858p
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 99 percent / (COCl)2 / CH2Cl2 / 5 h / 20 °C
2.1: 61 percent / Na2CO3 / benzene / 6 h / Heating
3.1: 78 percent / LAH / dioxane; diethyl ether / 17 h / 35 °C
4.1: 69 percent / Na2CO3 / benzene / 1.5 h / Heating
5.1: POCl3 / 18 h / Heating
5.2: 73 percent / NaBH4 / methanol / 4 h / 20 °C
6.1: 61 percent / tBuOK; Pd2(dba)3; 1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazolium*BF4 / dioxane / 44 h / 27 - 40 °C
7.1: aq. AcOH / methanol / 1 h / 80 °C
7.2: 81 percent / NaBH3CN / methanol; CH2Cl2 / 1 h / 0 °C
With
1,3-bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazolium tetrafluoroborate; lithium aluminium tetrahydride; oxalyl dichloride; tris(dibenzylideneacetone)dipalladium (0); potassium tert-butylate; sodium carbonate; acetic acid; trichlorophosphate;
In
1,4-dioxane; methanol; diethyl ether; dichloromethane; benzene;
DOI:10.1021/jm040858p
