Technology Process of 1,4-diphenyl-4-(trifluoromethyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
There total 5 articles about 1,4-diphenyl-4-(trifluoromethyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
3,3,3-trifluoro-2-(1h-indol-3-yl)-2-phenylpropan-1-amine; benzaldehyde;
With
magnesium sulfate;
In
dichloromethane;
at 20 ℃;
for 1h;
With
trifluoroacetic acid;
In
dichloromethane;
at 0 - 20 ℃;
for 168h;
Overall yield = 78 %; Overall yield = 306 mg;
DOI:10.1021/ja400650m
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: triethylamine / 20 °C
2.1: thionyl chloride; pyridine / toluene / 3 h / 0 - 20 °C
3.1: nickel(II) perchlorate hexahydrate; 2,2-bis<2-<4(R),5(R)-diphenyl-1,3-oxazolinyl>>propane / toluene / 24 h / 60 °C / Schlenk technique; Inert atmosphere
4.1: nickel(II) chloride hexahydrate; sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C
5.1: magnesium sulfate / dichloromethane / 1 h / 20 °C
5.2: 168 h / 0 - 20 °C
With
pyridine; sodium tetrahydroborate; thionyl chloride; nickel(II) chloride hexahydrate; nickel(II) perchlorate hexahydrate; magnesium sulfate; triethylamine; 2,2-bis<2-<4(R),5(R)-diphenyl-1,3-oxazolinyl>>propane;
In
methanol; dichloromethane; toluene;
1.1: |Henry Nitro Aldol Condensation / 3.1: |Friedel-Crafts Alkylation / 5.1: |Pictet-Spengler Synthesis;
DOI:10.1021/ja400650m
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: nickel(II) perchlorate hexahydrate; 2,2-bis<2-<4(R),5(R)-diphenyl-1,3-oxazolinyl>>propane / toluene / 24 h / 60 °C / Schlenk technique; Inert atmosphere
2.1: nickel(II) chloride hexahydrate; sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C
3.1: magnesium sulfate / dichloromethane / 1 h / 20 °C
3.2: 168 h / 0 - 20 °C
With
sodium tetrahydroborate; nickel(II) chloride hexahydrate; nickel(II) perchlorate hexahydrate; magnesium sulfate; 2,2-bis<2-<4(R),5(R)-diphenyl-1,3-oxazolinyl>>propane;
In
methanol; dichloromethane; toluene;
1.1: |Friedel-Crafts Alkylation / 3.1: |Pictet-Spengler Synthesis;
DOI:10.1021/ja400650m
