تفاعل #674296

ord-019cd14794f14122bfeccae7b00f3123

معادلة التفاعل

CC(Oc1cc(-c2cnn(C3CC4(C3)CN(C(=O)OC(C)(C)C)C4)c2)cnc1N)c1c(Cl)ccc(F)c1Cl
tert-Butyl 6-(4-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)-1H-pyrazol-1-yl)-2-azaspiro[3.3]heptane-2-carboxylate
Cc1ccccc1
Toluene
CC(Oc1cc(-c2cnn(C3CC4(CNC4)C3)c2)cnc1N)c1c(Cl)ccc(F)c1Cl.O=CO
(±)-5-(1-(2-azaspiro[3.3]heptan-6-yl)-1H-pyrazol-4-yl)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine formate
المردود 61.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe solution was sonicated at room temperature for 1.0 h
  2. 2
    تركيزconcentrated by evaporation in vacuo
  3. 3
    أخرىto give the residue
  4. 4
    أخرىevaporated again
  5. 5
    workup.ADDITIONEther (10 mL) was added
  6. 6
    ترشيحThe solid was collected by filtration
  7. 7
    غسيلwashed with ether (10 mL)
  8. 8
    أخرىdried under high vacuum

الإجراء التجريبي

tert-Butyl 6-(4-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)-1H-pyrazol-1-yl)-2-azaspiro[3.3]heptane-2-carboxylate (53 mg, 0.094 mmol) was dissolved in formic acid (3 mL). The solution was sonicated at room temperature for 1.0 h and then concentrated by evaporation in vacuo to give the residue. Toluene (2×5 mL) was added and evaporated again. Ether (10 mL) was added and the mixture was stirred at room temperature for 1.0 h. The solid was collected by filtration, washed with ether (10 mL) and then dried under high vacuum to afford (±)-5-(1-(2-azaspiro[3.3]heptan-6-yl)-1H-pyrazol-4-yl)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine formate (29 mg, 61%) as an off-white solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09226923B2uspto-grants-2016_01