تفاعل #2028955

ord-a640d2ff97464b81b87ac0f9c4b9fb60

معادلة التفاعل

C[C@H]1COc2c(F)c(F)c(N)c3c(=O)c(-c4nnn[nH]4)cn1c23
13
C[C@H]1COc2c(F)c(F)c(N)c3c(=O)c(-c4nnn[nH]4)cn1c23
(S)-8-amino-9,10-difluoro-3-methyl-6-(1H-tetrazole-5-yl)-2H-(1,4)oxazino(2,3,4-ij)quinolin-7(3H)-one
NCCCn1ccnc1
3-(1H-imidazol-1-yl)propan-1-amine
C[C@H]1COc2c(NCCCn3ccnc3)c(F)c(N)c3c(=O)c(-c4nnn[nH]4)cn1c23
title compound
C[C@H]1COc2c(NCCCn3ccnc3)c(F)c(N)c3c(=O)c(-c4nnn[nH]4)cn1c23
(S)-10-(3-(1H-imidazol-1-yl)propylamino)-8-amino-9-fluoro-3-methyl-6-(1H-tetrazol-5-yl)-2H-(1,4)oxazino(2,3,4-ij)quinolin-7(3H)-one

المذيبات

ظروف التفاعل

درجة الحرارة
120°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىwas removed
  2. 2
    أخرىthe remaining solid was purified by preparative HPLC
  3. 3
    workup.ADDITIONTo the combined HPLC fractions containing the product
  4. 4
    workup.ADDITIONwere added several drops of 1 N HCl before they
  5. 5
    أخرىwere dried down

الإجراء التجريبي

To a solution of 13 (250 mg, 0.78 mmol) in 5 ml of DMSO were added 132 μl (1.17 mmol) of 3-(1H-imidazol-1-yl)propan-1-amine. The reaction mixture was heated to 120° C. for 1 h. Upon completion of the reaction the DMSO was removed and the remaining solid was purified by preparative HPLC. To the combined HPLC fractions containing the product were added several drops of 1 N HCl before they were dried down to generate the HCl salt of the compound. The title compound was obtained as a yellow solid (118 mg, 37% yield).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08389514B2uspto-grants-2013_03