تفاعل #2028953

ord-aed92f7c15fe444e8611d464f47606ef

معادلة التفاعل

CC1(C)COc2c(F)c(F)c(N)c3c(=O)c(C#N)cn1c23
12
CC1(C)COc2c(F)c(F)c(N)c3c(=O)c(C#N)cn1c23
8-amino-9,10-difluoro-3,3-dimethyl-7-oxo-3,7-dihydro-2H-(1,4)oxazino(2,3,4-ij)quinoline-6-carbonitrile
NCCCc1ccccn1
3-(pyridin-2-yl)propan-1-amine
CC1(C)COc2c(NCCCc3ccccn3)c(F)c(N)c3c(=O)c(C#N)cn1c23
title compound
المردود 29.1%
CC1(C)COc2c(NCCCc3ccccn3)c(F)c(N)c3c(=O)c(C#N)cn1c23
8-amino-9-fluoro-3,3-dimethyl-7-oxo-10-(3-(pyridin-2-yl)propylamino)-3,7-dihydro-2H-(1,4)oxazino(2,3,4-ij)quinoline-6-carbonitrile
المردود 29.1%

المذيبات

ظروف التفاعل

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

المعالجة

  1. 1
    درجة الحرارةAfter cooling
  2. 2
    أخرىdried
  3. 3
    أخرىto remove DMSO
  4. 4
    أخرىthe remaining solid was purified by preparative HPLC

الإجراء التجريبي

To a solution of 12 (250 mg, 0.86 mmol) in 4 ml of DMSO, 268 mg (1.98 mmol) of 3-(pyridin-2-yl)propan-1-amine were added. The reaction mixture was heated to 120° C. for 5 h. After cooling, the reaction mixture was freeze dried to remove DMSO and the remaining solid was purified by preparative HPLC to give the title compound as a yellow solid (102 mg, 29% yield).

المصدر

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