Reacción #49318

ord-4e1bcd5b259347909719a0d0734128f4

Ecuación de reacción

CC(C)(C)OC(=O)n1c(-c2ccc(Cl)c3c2C(=O)NC3)cc2cc(C=O)ccc21
4-chloro-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone
NCCOCCO
2-(2-aminoethoxy)ethanol
CC(=O)O[BH-](OC(C)=O)OC(C)=O.[Na+]
sodium triacetoxyborohydride
CC(C)(C)OC(=O)n1c(-c2ccc(Cl)c3c2C(=O)NC3)cc2cc(CNCCOCCO)ccc21
4-chloro-7-{1-(tert-butoxycarbonyl)-5-[2-(2-hydroxyethoxy)ethylaminomethyl]indol-2-yl}isoindolinone

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

In a similar manner to Step 1 of Example 56, 4-chloro-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone (20.0 mg, 0.0487 mmol) was dissolved in dichloromethane (0.5 mL). The solution was treated with 2-(2-aminoethoxy)ethanol (0.010 mL, 0.10 mmol) and sodium triacetoxyborohydride (48 mg, 0.23 mmol) to obtain 4-chloro-7-{1-(tert-butoxycarbonyl)-5-[2-(2-hydroxyethoxy)ethylaminomethyl]indol-2-yl}isoindolinone.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07745641B2uspto-grants-2010_06