Реакция #2069939

ord-4703ea5ae80e44aaafd8da2ad06efb87

Уравнение реакции

CCOC(=O)n1nc(NC(=O)C(C)c2ccc3ccccc3c2)c2c1CN(C(=O)OC(C)(C)C)C2
3-(2-naphthalen-2-yl-propionylamino)-4,6-dihydro-pyrrolo[3,4-c]pyrazole-1,5-dicarboxylic acid 5-tert-butyl ester 1-ethyl ester
ClCCl.O=C(O)C(F)(F)F
TFA DCM
CCOC(=O)n1nc(NC(=O)C(C)c2ccc3ccccc3c2)c2c1CNC2
title compound
Выход 101.6%
CCOC(=O)n1nc(NC(=O)C(C)c2ccc3ccccc3c2)c2c1CNC2
3-(2-Naphthalen-2-yl-propionylamino)-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-1-carboxylic acid ethyl ester
Выход 101.6%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеevaporated to dryness
  2. 2
    workup.DISSOLUTIONThe resulting residue was dissolved in DCM
  3. 3
    Промывкаthe solution was washed with brine
  4. 4
    workup.ADDITIONtreated with NaHCO3 aq. The obtained precipitate
  5. 5
    Фильтрацияwas filtered
  6. 6
    Промывкаwashed with water and DCM
  7. 7
    Другоеdried under vacuum

Методика

2.5 g (5.2 mmol) of 3-(2-naphthalen-2-yl-propionylamino)-4,6-dihydro-pyrrolo[3,4-c]pyrazole-1,5-dicarboxylic acid 5-tert-butyl ester 1-ethyl ester in 15 ml DCM was treated with 16 ml of (1:1) TFA/DCM. The reaction mixture was stirred for 30 min. and evaporated to dryness. The resulting residue was dissolved in DCM and the solution was washed with brine and then treated with NaHCO3 aq. The obtained precipitate was filtered, washed with water and DCM, and then dried under vacuum to give 2.0 g (quantitative yield) of the title compound.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07541354B2uspto-grants-2009_06