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CAS No.: | 30341-92-5 |
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Name: | ERGOLINE-8-CARBOXYLIC ACID METHYL ESTER |
Article Data: | 9 |
Molecular Structure: | |
Formula: | C16H18 N2 O2 |
Molecular Weight: | 270.331 |
Synonyms: | Indolo[4,3-fg]quinoline,ergoline-8-carboxylic acid deriv.; 6-Nor-9,10-dihydrolysergic acid methylester; Ergoline-8b-carboxylicacid methyl ester; Methyl 9,10-dihydro-6-norlysergate; Methyl ergoline-8b-carboxylate |
Density: | 1.248g/cm3 |
Boiling Point: | 469.8°Cat760mmHg |
Flash Point: | 237.9°C |
PSA: | 54.12000 |
LogP: | 2.28750 |
9-methyl 7-(2,2,2-trichloroethyl) (6aR,9R,10aR)-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinoline-7,9(4H)-dicarboxylate
methyl (6aR,9R,10aR)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate
Conditions | Yield |
---|---|
With acetic acid; zinc for 60h; Heating; | 72% |
With zinc In methanol; acetic acid at 20℃; for 1.08333h; | 71% |
D-6-cyano-8β-methoxycarbonylergoline
methyl (6aR,9R,10aR)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate
Conditions | Yield |
---|---|
With hydrogen; W-7 Raney Ni In N,N-dimethyl-formamide | |
aluminum nickel In N,N-dimethyl-formamide |
9,10-dihydrolysergic acid
methyl (6aR,9R,10aR)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: H2SO4 2: CH2Cl2 3: H2 / W-7 Raney Ni / dimethylformamide View Scheme | |
Multi-step reaction with 3 steps 1: sulfuric acid / 15 h / 20 °C 2: dmap / dichloromethane / 16 h / Reflux; Inert atmosphere 3: zinc / methanol; acetic acid / 1.08 h / 20 °C View Scheme |
9,10-dihydrolysergic acid methyl ester
methyl (6aR,9R,10aR)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: CH2Cl2 2: H2 / W-7 Raney Ni / dimethylformamide View Scheme | |
Multi-step reaction with 2 steps 1: 90 percent / CH2Cl2 / 48 h / Heating 2: 72 percent / Zn, AcOH / 60 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: dmap / dichloromethane / 16 h / Reflux; Inert atmosphere 2: zinc / methanol; acetic acid / 1.08 h / 20 °C View Scheme |
methanol
methyl (6aR,9R,10aR)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate
Conditions | Yield |
---|---|
With sulfuric acid |
Dihydroergocryptine
methyl (6aR,9R,10aR)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: sodium hydroxide; sodium dithionite / water / 4 h / Reflux 2: sulfuric acid / 15 h / 20 °C 3: dmap / dichloromethane / 16 h / Reflux; Inert atmosphere 4: zinc / methanol; acetic acid / 1.08 h / 20 °C View Scheme |
di-tert-butyl dicarbonate
methyl (6aR,9R,10aR)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate
Conditions | Yield |
---|---|
With triethylamine; dmap In dichloromethane at 40℃; for 5h; | 95.2% |
methyl (6aR,9R,10aR)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate
allyl bromide
methyl (6aR,9R,10aR)-7-allyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 35℃; for 2.5h; | 94% |
With potassium carbonate In N,N-dimethyl-formamide | 80% |
methyl (6aR,9R,10aR)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate
phenyl isocyanate
(4aR,8R,9aR)-methyl 6-(phenylcarbamoyl)-1,4,4a,6,7,8,9,9a-octahydroindolo[1,14-fg]quinoline-8-carboxylate
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 90% |
methyl (6aR,9R,10aR)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate
ethyl iodide
6-nor-6-n-ethyl-9,10-dihydrolysergic acid methyl ester
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 24h; | 75% |
With potassium carbonate In N,N-dimethyl-formamide |