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30341-92-5

Basic Information
CAS No.: 30341-92-5
Name: ERGOLINE-8-CARBOXYLIC ACID METHYL ESTER
Article Data: 9
Molecular Structure:
Molecular Structure of 30341-92-5 (ERGOLINE-8-CARBOXYLIC ACID METHYL ESTER)
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
Synthetic route
80993-64-2

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

30341-92-5

methyl (6aR,9R,10aR)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate

Conditions
ConditionsYield
With acetic acid; zinc for 60h; Heating;72%
With zinc In methanol; acetic acid at 20℃; for 1.08333h;71%
51260-62-9

D-6-cyano-8β-methoxycarbonylergoline

30341-92-5

methyl (6aR,9R,10aR)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate

Conditions
ConditionsYield
With hydrogen; W-7 Raney Ni In N,N-dimethyl-formamide
aluminum nickel In N,N-dimethyl-formamide
5878-43-3

9,10-dihydrolysergic acid

30341-92-5

methyl (6aR,9R,10aR)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate

Conditions
ConditionsYield
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
30341-92-5

methyl (6aR,9R,10aR)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate

Conditions
ConditionsYield
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
67-56-1

methanol

ergoline-8-carboxylic acid

30341-92-5

methyl (6aR,9R,10aR)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate

Conditions
ConditionsYield
With sulfuric acid
25447-66-9

Dihydroergocryptine

30341-92-5

methyl (6aR,9R,10aR)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate

Conditions
ConditionsYield
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
24424-99-5

di-tert-butyl dicarbonate

30341-92-5

methyl (6aR,9R,10aR)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate

1,6-di(tert-butoxycarbonyl)-ergoline-8β-carboxylic acid methyl ester

Conditions
ConditionsYield
With triethylamine; dmap In dichloromethane at 40℃; for 5h;95.2%
30341-92-5

methyl (6aR,9R,10aR)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate

106-95-6

allyl bromide

72821-79-5

methyl (6aR,9R,10aR)-7-allyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 35℃; for 2.5h;94%
With potassium carbonate In N,N-dimethyl-formamide80%
30341-92-5

methyl (6aR,9R,10aR)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate

103-71-9

phenyl isocyanate

1624289-33-3

(4aR,8R,9aR)-methyl 6-(phenylcarbamoyl)-1,4,4a,6,7,8,9,9a-octahydroindolo[1,14-fg]quinoline-8-carboxylate

Conditions
ConditionsYield
In dichloromethane at 20℃;90%
30341-92-5

methyl (6aR,9R,10aR)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate

75-03-6

ethyl iodide

30341-94-7

6-nor-6-n-ethyl-9,10-dihydrolysergic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 24h;75%
With potassium carbonate In N,N-dimethyl-formamide
Downstream Products
5878-43-3
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    30341-92-5 CAS NO.30341-92-5

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