تفاعل #2254246

معادلة التفاعل

N4-3-[4(3-aminopropyl)piperazine]propyl-7-chloroquinolin-4-amine

N4-[3-(4-{3-[(cyclopropylmethyl)amino]propyl}piperazino)propyl]-7-chloroquinolin-4-amine

Intermediate

N4-[3-(4-{3-[(cyclopropylmethyl)amino]propyl}piperazino)propyl]-7-chloroquinolin-4-amine

isobutyraldehyde

triethylamine

NaBH4

→

N4-[3-(4-{3-(isobutylamino)propyl}piperazino)propyl]-7-chloroquinolin-4-amine

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction media
2. 2
   workup.ADDITIONis added portionwise over 30 min
3. 3
   workup.STIRRINGStirring
4. 4
   workup.WAITis left for 1.5 h
5. 5
   ترشيحthe media is filtered
6. 6
   استخلاصCompound is extracted with CH2Cl2 (3×20 mL)
7. 7
   تجفيفCombined organic layers are dried over MgSO4
8. 8
   أخرىCrude compound is purified by thick-layer chromatography (CH2Cl2/MeOH/NH4OH:90/10/1.4)

الإجراء التجريبي

To a solution of N4-3-[4(3-aminopropyl)piperazine]propyl-7-chloroquinolin-4-amine (Intermediate of example 12) (150 mg, 0.41 mmol) in CH2C2 (4 mL) isobutyraldehyde (62 μL, 0.46 mmol), triethylamine (26 μL, 0.16 mmol) and 3 Å molecular sieves are added. The reaction media is stirred for 3 h and cooled before NaBH4 (78 mg, 2.05 mmol) is added portionwise over 30 min. Stirring is left for 1.5 h, water (10 mL) is added and the media is filtered. Compound is extracted with CH2Cl2 (3×20 mL). Combined organic layers are dried over MgSO4. Crude compound is purified by thick-layer chromatography (CH2Cl2/MeOH/NH4OH:90/10/1.4).

المصدر