Reaktion #49324

ord-5b21d841058348409c428cedfa6f168d

Reaktionsgleichung

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
NCCCO
3-amino-1-propanol
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(CNCCCO)ccc21
4-chloro-7-[1-(tert-butoxycarbonyl)-5-(3-hydroxypropylaminomethyl)indol-2-yl]isoindolinone

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

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 3-amino-1-propanol (0.015 mL, 0.20 mmol) and sodium triacetoxyborohydride (32 mg, 0.15 mmol) to obtain 4-chloro-7-[1-(tert-butoxycarbonyl)-5-(3-hydroxypropylaminomethyl)indol-2-yl]isoindolinone.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07745641B2uspto-grants-2010_06