Reaction #2069939

Reaction equation

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

TFA DCM

→

title compound

Yield 101.6%

3-(2-Naphthalen-2-yl-propionylamino)-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-1-carboxylic acid ethyl ester

Yield 101.6%

Solvents

DCM

Conditions

Workup

1. 1
   Otherevaporated to dryness
2. 2
   workup.DISSOLUTIONThe resulting residue was dissolved in DCM
3. 3
   Washthe solution was washed with brine
4. 4
   workup.ADDITIONtreated with NaHCO3 aq. The obtained precipitate
5. 5
   Filtrationwas filtered
6. 6
   Washwashed with water and DCM
7. 7
   Otherdried under vacuum

Procedure

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.

Source