Реакция #1726729

ord-10e9a3b4d23e4452b9930357f8214399

Уравнение реакции

O=C(Nc1cccc(C(F)(F)F)c1)N(CCC(c1ccccc1)c1ccccc1)C1CCNCC1
N-(3,3-diphenylpropyl)-N-(4-piperidinyl)-N′-[3-(trifluoromethyl)phenyl]urea
O=C=Nc1ccccc1
Phenylisocyanate
O=C(Nc1ccccc1)N1CCC(N(CCC(c2ccccc2)c2ccccc2)C(=O)Nc2cccc(C(F)(F)F)c2)CC1
yellow oil
Выход 40.0%
O=C(Nc1ccccc1)N1CCC(N(CCC(c2ccccc2)c2ccccc2)C(=O)Nc2cccc(C(F)(F)F)c2)CC1
4-((3,3-diphenylpropyl){[3-(trifluoromethyl)anilino]carbonyl}amino)-N-phenyl-1-piperidine carboxamide
Выход 40.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.WAITthe reaction is again agitated overnight
  2. 2
    ФильтрацияThe resin is filtered
  3. 3
    Промывкаrinsed with dichloromethane
  4. 4
    Концентрированиеthe filtrate is concentrated
  5. 5
    ДругоеThe oil obtained
  6. 6
    Промывкаeluting with an equimolar mixture of heptane and ethyl acetate in order

Методика

N-(3,3-diphenylpropyl)-N-(4-piperidinyl)-N′-[3-(trifluoromethyl)phenyl]urea (24 mg, 0.05 mmol) is dissolved in dichloromethane. Phenylisocyanate (9 mg, 0.075 mmol, 1.5 eq.) is added and the mixture is agitated for 2.5 hours. The aminomethyl resin (0.02 mmol) is added and the reaction is again agitated overnight. The resin is filtered, rinsed with dichloromethane and the filtrate is concentrated. The oil obtained is passed through a silica gel cartridge eluting with an equimolar mixture of heptane and ethyl acetate in order to obtain 12 mg (yield=40%) of a yellow oil after concentration.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08110574B2uspto-grants-2012_02