Parallel synthesis of 7-heteroaryl-pyrazolo[1,5-a]pyrimidine-3-carboxamides
Tóm tắt
A simple and practical four-step protocol for the parallel synthesis of 7-heteroaryl-pyrazolo[1,5-
$$a$$
]pyrimidine-3-carboxamides was developed. The synthesis starts with transformation of commercially available 2-acetylpyridine and acetylpyrazine with
$$N,$$
$$N$$
-dimethylformamide dimethylacetal into the corresponding
$$(E)$$
-3-(dimethylamino)-1-(heteroaryl)prop-2-en-1-ones followed by cyclisation with methyl 5-amino-1
$$H$$
-pyrazole-4-carboxylate to give methyl 7-heteroarylpyrazolo[1,5-
$$a$$
]pyrimidine-3-carboxylates. Hydrolysis of the ester group and subsequent amidation of the so formed carboxylic acids with 12 primary and secondary aliphatic amines furnished a library of 24 title compounds in good overall yields and purity.
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