تفاعل #162232

ord-aa97cbb4c5e741fc98e91b27da276cfd

المذيبات

ظروف التفاعل

درجة الحرارة
95°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةcooled down to 5° C.
  2. 2
    أخرىThe reaction mixture was injected directly into a preparatory HPLC system for purification
  3. 3
    أخرىto provide the product as a racemic mixture
  4. 4
    أخرىThe single enantiomers were obtained by separation
  5. 5
    أخرىSFC chiral purification

الإجراء التجريبي

To a solution of 6-[[5-fluoro-2-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl]amino]norbornane-2-carboxylic acid, 72j, (0.030 g, 0.078 mmol) in THF (0.375 mL) was added triethylamine (0.032 mL, 0.234 mmol) and (azido(phenoxy)phosphoryl)oxybenzene (0.018 mL, 0.085 mmol). The reaction mixture was heated to 95° C. for 2.5 hours, cooled down to 5° C., and treated with pyrrolidine (0.010 mL, 0.117 mmol). The reaction was stirred for 3 days at room temperature. The reaction mixture was injected directly into a preparatory HPLC system for purification to provide the product as a racemic mixture. The single enantiomers were obtained by separation using SFC chiral purification to afford 5.7 mg of the desired product as well as 1.4 mg of the enantiomer.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08829007B2uspto-grants-2014_09