تفاعل #424025

ord-610fb6bc11254ebfad96906dacb47dfb

معادلة التفاعل

COc1ccc(C2=C(C#N)C(c3ccc(N4CCN(C(=O)OC(C)(C)C)CC4)cc3)c3c(NC(=O)OC(C)(C)C)n[nH]c3N2)c(F)c1
tert-butyl 4-(4-(3(tert-butoxycarbonylamino)-5-cyano-6-(2-fluoro-4-methoxyphenyl)-4,7-dihydro-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)piperazine-1-carboxylate
COc1ccc(-c2nc3[nH]nc(NC(=O)OC(C)(C)C)c3c(-c3ccc(N4CCN(C(=O)OC(C)(C)C)CC4)cc3)c2C#N)c(F)c1
tert-butyl 4-(4-(3-(tert-butoxycarbonylamino)-5-cyano-6-(2-fluoro-4-methoxyphenyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)piperazine-1-carboxylate
المردود 97.5%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe reaction mixture is sonicated for 5 min
  2. 2
    ترشيحIt is filtered on silica (cyclohexane/ethyl acetate eluent: 5:5)

الإجراء التجريبي

To 2.22 g (3.44 mmol) of tert-butyl 4-(4-(3(tert-butoxycarbonylamino)-5-cyano-6-(2-fluoro-4-methoxyphenyl)-4,7-dihydro-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)piperazine-1-carboxylate in solution in 20 ml of dichloromethane are added 1.49 g (17.19 mmol) of manganese oxide. The reaction mixture is sonicated for 5 min then stirred at room temperature for 20 h. It is filtered on silica (cyclohexane/ethyl acetate eluent: 5:5) to yield 2.16 g (97%) of tert-butyl 4-(4-(3-(tert-butoxycarbonylamino)-5-cyano-6-(2-fluoro-4-methoxyphenyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)piperazine-1-carboxylate in the form of a yellow solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08889711B2uspto-grants-2014_11