A new route to the synthesis of 4-amino-substituted pyrido[2,3-d]pyrimidin-5-one derivatives

A new route to the synthesis of 4-amino-substituted pyrido[2,3-d]pyrimidin-5-one derivatives Full article

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2021, Volume: 70, Number: 2, Pages: 378-382 Pages count : 5 DOI: 10.1007/s11172-021-3095-5

Authors

Komkov A.V. ¹ , Baranin S.V. ¹ , Dmitrenok A.S. ¹ , Kolotyrkina N.G. ¹ , Zavarzin I.V. ¹

Affiliations

1	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow (Russian Federation)

The reaction of 6-(R-amino)-5-acetyl-4-methylsulfonyl-2-phenylpyrimidines with amines was studied. 6-Arylamino derivatives react with alkylamines to form 6-alkylamino-4-arylamino-5-acetyl-2-phenylpyrimidines, which upon refluxing in benzene with dimethylformamide dimethylacetal are converted to 4-alkylamino-8-aryl-2-phenylpyrido[2,3-d]pyrimidin-5(8H)-ones. The cyclization proceeds selectively with participation of the arylamino group only, the alkylamino group being not involved. At the same time, refluxing of 5-acetyl-4,6-dibenzylamino-2-phenylpyrimidine with dimethylformamide dimethylacetal in toluene affords the product of condensation on the acetyl group, which upon refluxing in o-xylene transforms to 4-benzylamino-8-benzyl-2-phenylpyrido[2,3-d]pyrimidin-5(8H)-one.

Komkov A.V. , Baranin S.V. , Dmitrenok A.S. , Kolotyrkina N.G. , Zavarzin I.V.
A new route to the synthesis of 4-amino-substituted pyrido[2,3-d]pyrimidin-5-one derivatives
Russian Chemical Bulletin. 2021. V.70. N2. P.378-382. DOI: 10.1007/s11172-021-3095-5 Scopus OpenAlex

≡ Scopus:	2-s2.0-85101588827
≡ OpenAlex:	W3133508089