Reacción #607490

ord-3467facd1d4848b98500afe25c334c84

Ecuación de reacción

COC(=O)c1c(C(=O)OC)c2n(c1CCN1C(=O)c3ccccc3C1=O)CC(C)(C)C2
137k
COC(=O)c1c(C(=O)OC)c2n(c1CCN1C(=O)c3ccccc3C1=O)CC(C)(C)C2
dimethyl 5-(2-(1,3-dioxoisoindolin-2-yl)ethyl)-2,2-dimethyl-2,3-dihydro-1H-pyrrolizine-6,7-dicarboxylate
NN.O
hydrazine hydrate
COC(=O)c1c2c(n3c1CC(C)(C)C3)CCNC2=O
methyl 7,7-dimethyl-1-oxo-2,3,4,6,7,8-hexahydro-1H-pyrido[3,4-b]pyrrolizine-9-carboxylate

Disolventes

Condiciones de reacción

Temperatura
90°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaAfter cooling
  2. 2
    Otrothe reaction to RT
  3. 3
    Filtraciónthe resultant precipitate was filtered
  4. 4
    Lavadowashed with ethanol
  5. 5
    ConcentraciónThe filtrate was concentrated

Procedimiento

To a solution of 137k (15.0 g, 35.4 mmol) in EtOH (100 mL) was added hydrazine hydrate (3.5 g, 70.8 mmol). See FIG. 2. The mixture was stirred at 90° C. for 2 h. After cooling the reaction to RT, the resultant precipitate was filtered and washed with ethanol. The filtrate was concentrated to give crude methyl 7,7-dimethyl-1-oxo-2,3,4,6,7,8-hexahydro-1H-pyrido[3,4-b]pyrrolizine-9-carboxylate 137l as a yellow solid.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09326985B2uspto-grants-2016_05