Reacción #593846

ord-a9922b1e7b244bf99ca6054912040f95

Ecuación de reacción

C[C@@H]1Cn2c(cc3cc(O)ccc32)C(=O)N1
(R)-8-hydroxy-3-methyl-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one
CC(C)N1CCC(O)CC1
1-isopropyl-piperidin-4-ol
c1ccc(P(c2ccccc2)c2ccccc2)cc1
triphenylphosphine
CC(C)(C)OC(=O)N=NC(=O)OC(C)(C)C
di-tert-butyl-azodicarboxylate
→
CC(C)N1CCC(Oc2ccc3c(c2)cc2n3C[C@@H](C)NC2=O)CC1
desired product
Rendimiento 34.0%
CC(C)N1CCC(Oc2ccc3c(c2)cc2n3C[C@@H](C)NC2=O)CC1
(R)-8-(1-Isopropyl-piperidin-4-yloxy)-3-methyl-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one
Rendimiento 34.0%

Reactantes

C[C@@H]1Cn2c(cc3cc(O)ccc32)C(=O)N1
(R)-8-hydroxy-3-methyl-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one
CC(C)N1CCC(O)CC1
1-isopropyl-piperidin-4-ol
c1ccc(P(c2ccccc2)c2ccccc2)cc1
triphenylphosphine
CC(C)(C)OC(=O)N=NC(=O)OC(C)(C)C
di-tert-butyl-azodicarboxylate

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

The title compound was synthesized in analogy to example 1, from (R)-8-hydroxy-3-methyl-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one, 1-isopropyl-piperidin-4-ol (commercially available), triphenylphosphine and di-tert-butyl-azodicarboxylate, to give the desired product as a light yellow solid (34%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07786109B2uspto-grants-2010_08