تفاعل #424027

ord-d680c467feb6481fac57fd2d5c4750fd

معادلة التفاعل

Cc1n[nH]c2c1C(c1ccc(N3CCN(C(=O)OC(C)(C)C)CC3)cc1)C(C#N)=C(c1c(F)ccc(F)c1F)N2
tert-butyl 4-(4-(5-cyano-3-methyl-6-(2,3,6-trifluorophenyl)-4,7-dihydro-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)piperazine-1-carboxylate
Cc1n[nH]c2nc(-c3c(F)ccc(F)c3F)c(C#N)c(-c3ccc(N4CCN(C(=O)OC(C)(C)C)CC4)cc3)c12
tert-butyl 4-(4-(5-cyano-3-methyl-6-(2,3,6-trifluorophenyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)piperazine-1-carboxylate
المردود 75.3%

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 next filtered on Celite (cyclohexane/ethyl acetate eluent: 5:5)

الإجراء التجريبي

To 2.48 g (4.50 mmol) of tert-butyl 4-(4-(5-cyano-3-methyl-6-(2,3,6-trifluorophenyl)-4,7-dihydro-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)piperazine-1-carboxylate diluted in 20 ml of dichloromethane are added 1.96 g (22.5 mmol) of manganese oxide. The reaction mixture is sonicated for 5 min then stirred at room temperature for 18 h. It is next filtered on Celite (cyclohexane/ethyl acetate eluent: 5:5) to yield 1.86 g of tert-butyl 4-(4-(5-cyano-3-methyl-6-(2,3,6-trifluorophenyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)piperazine-1-carboxylate in the form of a light yellow solid.

المصدر

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