反应 #166772

反应方程式

4-(4-benzylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridin-3-amine

(S)—N-(4-(4-(2-(4-chlorophenyl)-3-(isopropylamino)propanoyl)piperazin-1-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl)butyramide

Na2CO3

triethylamine

Triethylamine

nicotinic acid

→

N-(4-(4-benzylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl)nicotinamide

收率 59.6%

溶剂

DMF

MeOH

LiOH

反应条件

后处理

1. 1
   workup.ADDITIONwas added
2. 2
   workup.STIRRINGstirred for 10 minutes
3. 3
   萃取extracted into DCM
4. 4
   其他dried
5. 5
   过滤filtered
6. 6
   浓缩concentrated
7. 7
   其他to give a crude residue that
8. 8
   其他was purified by column chromatography (500:20-500:30 DCM:MeOH)

实验过程

Crude 4-(4-benzylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridin-3-amine (0.200 g, 0.651 mmol, see Example 25), nicotinic acid (0.0961 g, 0.781 mmol) and triethylamine (0.453 mL, 3.25 mmol) were placed in DMF (3 mL) at room temperature. Triethylamine (0.453 mL, 3.25 mmol) was then added, and the reaction was stirred for 1 hour at room temperature. The reaction was then diluted with MeOH (5 mL), and 3M LiOH (0.5 mL) was added and stirred for 10 minutes. The reaction was then poured into saturated Na2CO3 and extracted into DCM. The organic fractions were combined, dried, filtered and concentrated to give a crude residue that was purified by column chromatography (500:20-500:30 DCM:MeOH) to give N-(4-(4-benzylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl)nicotinamide (0.160 g, 59.6% yield).

来源