تفاعل #424028

ord-024ebdfe2aeb4373b1235b55df052c0e

معادلة التفاعل

CCOC(=O)C1=C(c2c(F)ccc(F)c2F)Nc2[nH]nc(C)c2C1c1ccc(N2CCN(C(=O)OC(C)(C)C)CC2)cc1
ethyl 4-(4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenyl)-3-methyl-6-(2,3,6-trifluorophenyl)-4,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylate
CCOC(=O)c1c(-c2c(F)ccc(F)c2F)nc2[nH]nc(C)c2c1-c1ccc(N2CCN(C(=O)OC(C)(C)C)CC2)cc1
ethyl 4-(4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenyl)-3-methyl-6-(2,3,6-trifluorophenyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate
المردود 91.2%

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: 6:4)

الإجراء التجريبي

To 2.2 g (3.68 mmol) of ethyl 4-(4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenyl)-3-methyl-6-(2,3,6-trifluorophenyl)-4,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylate in solution in 50 ml of dichloromethane are added 1.6 g (18.41 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: 6:4) to yield 2 g (91%) of ethyl 4-(4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenyl)-3-methyl-6-(2,3,6-trifluorophenyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate in the form of a yellow solid.

المصدر

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