Реакция #1726728

ord-f4ea277b3fc7465a8c72b36e07f1967d

Уравнение реакции

O=C(O)C(F)(F)F
trifluoroacetic acid
CC(C)(C)OC(=O)N1CCC(N(CCC(c2ccccc2)c2ccccc2)C(=O)Nc2cccc(C(F)(F)F)c2)CC1
tert-butyl 4-((3,3-diphenylpropyl) {[3-(trifluoromethyl)anilino]carbonyl}amino)-1-piperidine carboxylate
O=C(Nc1cccc(C(F)(F)F)c1)N(CCC(c1ccccc1)c1ccccc1)C1CCNCC1
white foam
Выход 98.0%
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
Выход 98.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Концентрированиеthen concentrated
  2. 2
    workup.ADDITIONDichloromethane is added
  3. 3
    Промывкаthe organic phase is washed with a saturated solution of sodium bicarbonate
  4. 4
    Сушкаdried over magnesium sulphate
  5. 5
    Фильтрацияfiltered
  6. 6
    Концентрированиеconcentrated under vacuum in order

Методика

1.6 ml (21 mmol, 20 eq.) of trifluoroacetic acid is added to a solution of tert-butyl 4-((3,3-diphenylpropyl) {[3-(trifluoromethyl)anilino]carbonyl}amino)-1-piperidine carboxylate (600 mg, 1.04 mmol) in dichloromethane. The reaction medium is agitated for 90 minutes then concentrated. Dichloromethane is added and the organic phase is washed with a saturated solution of sodium bicarbonate, dried over magnesium sulphate, filtered and concentrated under vacuum in order to isolate 490 mg (yield=98%) of a white foam.

Источник

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