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Method of preparing 8,8-disubstituted-6-methylergolines and related compounds

Assignee: Eli Lilly and Co
•
Filing: 1979-02-05
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Granted: 1980-02-19
•
Expires: 1999-02-05
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Abstract

Abstract 8,8-Disubstituted-6-methylergolines and 9-ergolenes, are prepared by alkylation of lysergic, or isolysergic acid or their 9,10-dihydro analogues.

Inventors

  • 👤 Nicholas J. Bach
  • 👤 Edmund C. Kornfeld

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 04:05
CPC Classifications
C; C07; C07D; C07D457/00; C07D457/04; C07D457/02

Claims Analysis

Total Claims: 2
Claim 1
Independent Claim 133 words
The process which comprises reacting a (C 1 -C 3 ) alkyl dihydrolysergate of the formula ##STR5## with at least 2 moles of non-hydrolytic base of the class consisting of lithium tetramethylpiperidide and potassium diisopropyl amide in an inert solvent to form a 1,8-dianion of the said (C 1 -C 3 )alkyl dihydrolysergate, and then reacting said dianion with not more than one mole of an alkylating agent, R""(CH 2 ) n X wherein R"" is CH 3 , CH 2 , CN or ##STR6## X is halogen and n is 0, 1 or 2 to yield a (C 1 -C 3 )alkyl 8-R"" dihydrolysergate substantially free from any 1,8-di R"" dihydrolysergate and then isolating the thus formed (C 1 -C 3 )alkyl 8-R"" dihydrolysergate in substantially pure form from the reaction mixture.
Claim 2
Dependent Claim 133 words
The process which comprises reacting a (C 1 -C 3 ) alkyl dihydrolysergate of the formula ##STR5## with at least 2 moles of non-hydrolytic base of the class consisting of lithium tetramethylpiperidide and potassium diisopropyl amide in an inert solvent to form a 1,8-dianion of the said (C 1 -C 3 )alkyl dihydrolysergate, and then reacting said dianion with not more than one mole of an alkylating agent, R""(CH 2 ) n X wherein R"" is CH 3 , CH 2 , CN or ##STR6## X is halogen and n is 0, 1 or 2 to yield a (C 1 -C 3 )alkyl 8-R"" dihydrolysergate substantially free from any 1,8-di R"" dihydrolysergate and then isolating the thus formed (C 1 -C 3 )alkyl 8-R"" dihydrolysergate in substantially pure form from the reaction mixture.

References Cited (Backward Citations)

US3113133A Cited
US2861074A Cited
US3968112A Cited
US3968111A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-02-18 1983-08-20 1984-02-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-02-18 1987-08-20 1988-02-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-02-18 1991-08-20 1992-02-19 $7700.00 Window Closed / Lapsed

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