تفاعل #1269890

معادلة التفاعل

triacetoxyborohydride

5-Amino-2-butylisoindolin-1-one

4-(benzylamino)nicotinaldehyde

NaHCO3

Sodium triacetoxyborohydride

→

5-((4-(benzylamino)pyridin-3-yl)methylamino)-2-butylisoindolin-1-one

المردود 16.9%

المذيبات

water

acetic acid

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGstirring for 6 h
2. 2
   workup.ADDITIONwere added
3. 3
   استخلاصThe mixture was extracted with EtOAc
4. 4
   غسيلlayers washed with water
5. 5
   تجفيفdried (MgSO4)
6. 6
   أخرىPurification by HPLC

الإجراء التجريبي

5-Amino-2-butylisoindolin-1-one (48.1 mg, 0.236 mmol) was added to a solution of 4-(benzylamino)nicotinaldehyde (50 mg, 0.236 mmol) in acetic acid (0.5 mL). Sodium triacetoxyborohydride (100 mg, 0.471 mmol) was added and the reaction mixture was stirred for 2 days. After the addition of more triacetoxyborohydride (50 mg, 0.235 mmol) and stirring for 6 h, water and sat aqueous NaHCO3 solution were added. The mixture was extracted with EtOAc, the combined org. layers washed with water and dried (MgSO4). Purification by HPLC provided 5-((4-(benzylamino)pyridin-3-yl)methylamino)-2-butylisoindolin-1-one (16 mg, 13%). ESI-MS [M+H+]=401.2.

المصدر