Tetrahydropyridine (THP) ring expansion under the action of activated terminal alkynes. The first synthesis and X-ray crystal structure of tetrahydropyrimido[4,5-d]azocines

Tetrahedron Letters

Volumn 47, Issue 6, 2006, Pages 999-1001

  Voskressensky, Leonid G ^a   Borisova, Tatiana N ^a   Kostenev, Innokenti S ^a   Kulikova, Larisa N ^a   Varlamov, Alexey V ^a  

^a PEOPLES FRIENDSHIP UNIVERSITY OF RUSSIA   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

HETEROCYCLIC COMPOUND; PIPERIDINE; PYRIMIDINE DERIVATIVE; TETRAHYDROPYRIDOPYRIMIDINE; TETRAHYDROPYRIMIDO[4,5 D]AZOCINE; UNCLASSIFIED DRUG;

ARTICLE; CRYSTAL STRUCTURE; CYCLIZATION; SYNTHESIS; X RAY CRYSTALLOGRAPHY; X RAY DIFFRACTION;

EID: 30344450825     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.11.136     Document Type: Article

References (22)

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14. General experimental procedure: To a stirred solution of pyridopyrimidine 1-3 (1 mmol) in 15 mL of methanol at 25°C, 1.2 mmol of ethyl propiolate was added and stirring was continued for an additional 3 h (TLC monitoring). Methanol was evaporated under reduced pressure and the resulting residues were recrystallized from ethanol to give compounds 4-6.
15. 3: C, 67.24; H, 6.24; N, 12.38. Found: C, 66.94; H, 6.12; N, 12.27.
16. 3: C, 71.80; H, 5.77; N, 10.47. Found: C, 71.75; H, 5.78; N, 10.40.
17. 3: C, 67.97; H, 6.56; N, 11.89. Found: C, 67.83; H, 6.48; N, 11.75.
18. -3. Crystallographic data (excluding structure factors) for compound 5 have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 287968.
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20. 3: C, 70.93; H, 5.95; N, 10.79. Found: C, 70.83; H, 5.96; N, 10.67.
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