ES284046A1 - A procedure for the preparation of a new class of derivatives of 6-methyl and 1,6-dimethyl-ergoline i (Machine-translation by Google Translate, not legally binding) - Google Patents
A procedure for the preparation of a new class of derivatives of 6-methyl and 1,6-dimethyl-ergoline i (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES284046A1 ES284046A1 ES284046A ES284046A ES284046A1 ES 284046 A1 ES284046 A1 ES 284046A1 ES 284046 A ES284046 A ES 284046A ES 284046 A ES284046 A ES 284046A ES 284046 A1 ES284046 A1 ES 284046A1
- Authority
- ES
- Spain
- Prior art keywords
- methyl
- ergoline
- dimethyl
- translation
- derivatives
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D457/00—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
- C07D457/04—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 8
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
A process for the preparation of a new class of derivatives of 6-methyl- and 1,6-dimethyl-ergoline I having the following structural formula: ** (See formula) ** (Ac is the acyl radical of an organic aliphatic, cycloaliphatic, aromatic or heterocyclic acid having 1 to 10 carbon atoms), characterized by the fact that 6-methyl- (or 1,6-dimethyl) -8-carboxamido ( optionally alkylated on the acidic nitrogen atom) -ergoline I is subjected to the Grignard reaction with an alkyl magnesium halide selected from the group consisting of the bromide and the methyl magnesium and ethyl magnesium iodide, the corresponding 6 methyl- (or 1,6-dimethyl) -8-acetyl (or 8-propionyl) -ergoline I is converted to the corresponding oxime by reaction with hydroxylamine, said oxime being reduced with sodium or potassium, in a lower aliphatic alcohol such as methanol or ethanol, to the corresponding 6-methyl- (or 1,6-dimethyl) -8- (alpha-aminoethyl) - or 8- (alpha-amino-propyl) -ergoline I and the two stereoisomers in C -17, indicated respectively by R and S ("Rectus" and "Sinister"), are separated by chromatography and acylated as usual with the anhydride. or the halide of an aliphatic, cycloaliphatic, aromatic or heterocyclic acid having 1 to 10 carbon atoms, if desired in the presence of tertiary amines. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT46362 | 1962-01-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES284046A1 true ES284046A1 (en) | 1963-07-01 |
Family
ID=11098737
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES284046A Expired ES284046A1 (en) | 1962-01-11 | 1963-01-10 | A procedure for the preparation of a new class of derivatives of 6-methyl and 1,6-dimethyl-ergoline i (Machine-translation by Google Translate, not legally binding) |
Country Status (6)
| Country | Link |
|---|---|
| AT (1) | AT253685B (en) |
| CH (1) | CH445507A (en) |
| DK (1) | DK105034C (en) |
| ES (1) | ES284046A1 (en) |
| GB (1) | GB969147A (en) |
| SE (1) | SE309245B (en) |
-
1963
- 1963-01-07 GB GB744/63A patent/GB969147A/en not_active Expired
- 1963-01-07 AT AT11363A patent/AT253685B/en active
- 1963-01-08 CH CH17463A patent/CH445507A/en unknown
- 1963-01-09 SE SE211/63A patent/SE309245B/xx unknown
- 1963-01-10 DK DK10363AA patent/DK105034C/en active
- 1963-01-10 ES ES284046A patent/ES284046A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| AT253685B (en) | 1967-04-25 |
| GB969147A (en) | 1964-09-09 |
| DK105034C (en) | 1966-08-08 |
| CH445507A (en) | 1967-10-31 |
| SE309245B (en) | 1969-03-17 |
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