Acyclo analogs of formycin a | Zendy

Griengl H. | Zendy; Günzl F. | Zendy

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Acyclo analogs of formycin a

Author(s) -

Griengl H.,

Günzl F.

Publication year - 1984

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570210247

Subject(s) - chemistry , methanol , methyl iodide , potassium carbonate , ethylene glycol , pyrimidine , ammonia , methylation , medicinal chemistry , potassium , chloride , organic chemistry , stereochemistry , biochemistry , gene

Starting from 7‐chloro‐3‐methyl‐1 H ‐pyrazolo[4,3‐ d ]pyrimidine ( 1 ) by reaction with methanol/hydrogen chloride, subsequent methylation and reaction with N ‐bromosuccinimide 3‐bromomethyl‐7‐methoxy‐1‐methyl‐1 H ‐pyrazolo[4,3‐ d ]pyrimidine ( 6 ) is prepared. Treatment with ethylene glycol in the presence of potassium carbonate/potassium iodide and subsequent reaction with ethanolic ammonia afforded 7‐amino‐3‐(2‐hydroxyethoxymethyl)‐1‐methyl‐1 H ‐pyrazolo[4,3‐ d ]pyrimidine ( 11 ) an acyclo analog of formycin A.

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