Reacción #1869221

ord-eb60650bae2546fa97103e49e3b80b1b

Ecuación de reacción

C1CCC2=NCCCN2CC1
1,8-diazabicyclo[5.4.0]undec-7-ene
CCN1C(=O)C(C(=O)O)C(=O)c2cc(Nn3c(C)ccc3C)c(Cl)cc21
7-chloro-6-(2,5-dimethylpyrrol-1-ylamino)-1-ethyl-4-oxo-1,4-dihydroquinolonecarboxylic acid
CC(C)(C)C(=O)OCCl
chloromethyl pivalate
CCN1C(=O)C(C(=O)OCOC(=O)C(C)(C)C)C(=O)c2cc(Nn3c(C)ccc3C)c(Cl)cc21
pure product
CCN1C(=O)C(C(=O)OCOC(=O)C(C)(C)C)C(=O)c2cc(Nn3c(C)ccc3C)c(Cl)cc21
2,2-Dimethylpropionyloxymethyl 7-chloro-6-(2,5-dimethylpyrrol-1-ylamino)-1-ethyl-4-oxo-1,4-dihydroquinolone-3-carboxylate

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroreaction
  2. 2
    Otroat room temperature
  3. 3
    Otrofor 5 days
  4. 4
    FiltraciónThe resulting precipitate was filtered off with suction

Procedimiento

18 μl of 1,8-diazabicyclo[5.4.0]undec-7-ene were added to a solution of 21 mg of 7-chloro-6-(2,5-dimethylpyrrol-1-ylamino)-1-ethyl-4-oxo-1,4-dihydroquinolonecarboxylic acid (Example 36) in 3 ml of acetonitrile and stirred at room temperature for 30 minutes. Then 36 μl of chloromethyl pivalate were added, and reaction was allowed to take place at room temperature for 5 days. The resulting precipitate was filtered off with suction to afford 3.3 mg of pure product.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07498341B2uspto-grants-2009_03