Реакция #3540

ord-c9858bf611994d008d92d1a95facaa9c

Уравнение реакции

[H-].[Na+]
sodium hydride
N#CCc1c(Br)cccc1Br
2,6-dibromophenylacetonitrile
Nc1ncc(C=O)c(N)n1
2,4-diaminopyrimidine-5-carboxaldehyde
Nc1ncc2cc(-c3c(Br)cccc3Br)c(N)nc2n1
6-(2,6-dibromo-phenyl)-pyrido[2,3-d]pyrimidine-2,7-diamine
Выход 63.3%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ТемператураThe reaction was refluxed for 4 hours
  2. 2
    Температураcooled
  3. 3
    ПромывкаThe residue was washed well with acetonitrile

Методика

To a solution of 0.23 g 60% sodium hydride suspension in 11.0 mL of 2-ethoxyethanol was added 4.18 g of 2,6-dibromophenylacetonitrile and 2.00 g of 2,4-diaminopyrimidine-5-carboxaldehyde. The reaction was refluxed for 4 hours, cooled, and poured into ice water. The residue was washed well with acetonitrile then diethyl ether to give 3.62 g of 6-(2,6-dibromo-phenyl)-pyrido[2,3-d]pyrimidine-2,7-diamine, CIMS (1% NH3 in CH4): 422=M+ +C2H5, 396 (Base), 394=M+ +H, 393=M+ ; mp 284°-289° C.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05733913uspto-grants-1998_03