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New synthesis of 6,8-diamino-substituted pyrano[3,4-c]pyridines from related pyrano[3,4-c]pyridin-6-one

Ervand G Paronikyan 1
Ervand G Paronikyan
, 
Armen G Ayvazyan 1
Armen G Ayvazyan
, 
Suren Seryozhevich Mamyan 1
Suren Seryozhevich Mamyan
, 
Shushanik Shamir Dashyan 1
Shushanik Shamir Dashyan
1 Scientific Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of the Republic of Armenia, Yerevan, Armenia
10.1016/j.mencom.2024.01.039
Published 2023-12-25
Communication , Volume 34, Issue 1, 129-130
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Paronikyan E. G. et al. New synthesis of 6,8-diamino-substituted pyrano[3,4-c]pyridines from related pyrano[3,4-c]pyridin-6-one // Mendeleev Communications. 2023. Vol. 34. No. 1. pp. 129-130.
GOST all authors (up to 50) Copy
Paronikyan E. G., Ayvazyan A. G., Mamyan S. S., Dashyan S. S. New synthesis of 6,8-diamino-substituted pyrano[3,4-c]pyridines from related pyrano[3,4-c]pyridin-6-one // Mendeleev Communications. 2023. Vol. 34. No. 1. pp. 129-130.
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TY - JOUR
DO - 10.1016/j.mencom.2024.01.039
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.01.039
TI - New synthesis of 6,8-diamino-substituted pyrano[3,4-c]pyridines from related pyrano[3,4-c]pyridin-6-one
T2 - Mendeleev Communications
AU - Paronikyan, Ervand G
AU - Ayvazyan, Armen G
AU - Mamyan, Suren Seryozhevich
AU - Dashyan, Shushanik Shamir
PY - 2023
DA - 2023/12/25
PB - Mendeleev Communications
SP - 129-130
IS - 1
VL - 34
ER -
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@article{2023_Paronikyan,
author = {Ervand G Paronikyan and Armen G Ayvazyan and Suren Seryozhevich Mamyan and Shushanik Shamir Dashyan},
title = {New synthesis of 6,8-diamino-substituted pyrano[3,4-c]pyridines from related pyrano[3,4-c]pyridin-6-one},
journal = {Mendeleev Communications},
year = {2023},
volume = {34},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.01.039},
number = {1},
pages = {129--130},
doi = {10.1016/j.mencom.2024.01.039}
}
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Paronikyan, Ervand G., et al. “New synthesis of 6,8-diamino-substituted pyrano[3,4-c]pyridines from related pyrano[3,4-c]pyridin-6-one.” Mendeleev Communications, vol. 34, no. 1, Dec. 2023, pp. 129-130. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.01.039.
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Keywords

4-c]pyridines
alkylation
amines.
O-tosylate
p-toluenesulfonyl chloride
pyrano[3
regioselectivity

Abstract

The tosylation of 3,3-dimethyl-8-(morpholin-4-yl)-6-oxo-3,4,6,7-tetrahydro-1H-pyrano[3,4-c]pyridine-5-carbonitrile with TsCl occurs at the oxo group of the NH-lactam moiety. The subsequent nucleophilic displacement of O-tosylate by various amines affords the title compounds in good yields.

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