Chlorierende Formylierungsreaktionen an Pyrimidinen

Klötzer, W.; Herberz, M.

doi:10.1007/bf00902091

Cited by 33 publications

(10 citation statements)

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“…We developed an alternative synthesis of 3 (Scheme 2) that begins with commercially available 5. 8 Dehydrative cyclization of 7 with N,O-bis(trimethylsilyl)acetamide (BSA) at reflux proceeded with concomitant Dimroth rearrangement 9 to afford the desired product 3.…”

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confidence: 99%

Potent, selective, and orally active adenosine A2A receptor antagonists: Arylpiperazine derivatives of pyrazolo[4,3-e]-1,2,4-triazolo[1,5-c]pyrimidines

Neustadt¹,

Hao²,

Lindo³

et al. 2007

Bioorganic & Medicinal Chemistry Letters

130

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confidence: 99%

Potent, selective, and orally active adenosine A2A receptor antagonists: Arylpiperazine derivatives of pyrazolo[4,3-e]-1,2,4-triazolo[1,5-c]pyrimidines

Neustadt¹,

Hao²,

Lindo³

et al. 2007

Bioorganic & Medicinal Chemistry Letters

130

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“…We have also tried to introduce substituents on the pyrimidine C 5 -position, since these substituents would end up at the lower rim of the oxacalix [4]arenes (intraannular). However, reaction of 4,6dichloropyrimidine-5-carbaldehyde (1e) 16 (entry 6) or 4,6dichloro-5-nitropyrimidine (1f) 17 (entry 7) with orcinol did not result in the formation of the desired oxacalixarenes. The nucleophilic component of the oxacalix[m]arene[n]pyrimidines could also be varied.…”

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confidence: 99%

Selective Synthesis of Functionalized Thia- and Oxacalix[2]arene[2]pyrimidines

et al. 2006

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Functionalized oxacalix[m]arene[n]pyrimidines have been synthesized by S(N)Ar on 4,6-dihalopyrimidine building blocks. Depending on the S(N)Ar conditions, either a mixture of oxacalix[n]arenes, ranging from oxacalix[4]- up to oxacalix[12]arene, could be prepared or the oxacalix[4]arene could be synthesized selectively in a high yield. The electrophilic (pyrimidine) and the nucleophilic components could both be varied, allowing the preparation of functionalized oxacalix[4]arenes. Moreover, the procedure also gives access to the analogous thiacalix[4]arenes.

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“…Our first attempt for the preparation of pyrimido[4,5‐ b ][1,5]benzodiazepine was the condensation of 4,6‐dichloropyrimidine‐5‐carbaldehyde 1 [ 54 ] with 2‐aminobenzenethiol 3 , which achieved an insoluble green product even in various temperatures. It seems that both SH and NH 2 moieties of 2‐aminobenzenethiol 3 , replaced over the number 4 position of two 4,6‐dichloropyrimidine‐5‐carbaldehyde 1 molecules to give a polymeric product as shown in Scheme 1.…”

Section: Resultsmentioning

confidence: 99%

Convenient synthesis of novel pyrimido[4,5‐b][1,5]benzothiazepines

Nikpour

Hasanzadeh

2020

Journal of Heterocyclic Chem

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Reaction of 4,6-dichloropyrimidine-5-carbaldehyde with amines in chloroform gave 4-(substitutedamino)-6-chloro-pyrimidine-5-carbaldehydes derivatives at low temperature. Treatment of the latter products with 2-aminobenzenethiol in alkaline benzene and then in boiling acetonitrile gave a novel group of 11Hpyrimido[4,5-b][1,5]benzodiazepine derivatives. Structures of the products confirmed by 1 HNMR, IR, and mass spectra.

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Chlorierende Formylierungsreaktionen an Pyrimidinen

Cited by 33 publications

References 0 publications

Potent, selective, and orally active adenosine A2A receptor antagonists: Arylpiperazine derivatives of pyrazolo[4,3-e]-1,2,4-triazolo[1,5-c]pyrimidines

Potent, selective, and orally active adenosine A2A receptor antagonists: Arylpiperazine derivatives of pyrazolo[4,3-e]-1,2,4-triazolo[1,5-c]pyrimidines

Selective Synthesis of Functionalized Thia- and Oxacalix[2]arene[2]pyrimidines

Convenient synthesis of novel pyrimido[4,5‐b][1,5]benzothiazepines

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