反応 #78721

反応方程式

p-toluenesulfonic acid mono-hydrate

N-{[(2-{4-[(3-amino-4,6-dimethyl-2-pyridinyl)amino]phenyl}ethyl)amino]carbonyl}-4-methylbenzenesulfonamide

4-phenylbutyric acid

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride

→

title compound

収率 29.0%

N-{[(2-{4-[5,7-DIMETHYL-2-(3-PHENYLPROPYL)-3H-IMIDAZO[4,5-B]PYRIDIN-3-YL]PHENYL}ETHYL)AMINO]CARBONYL}-4-METHYLBENZENESULFONAMIDE

収率 29.0%

溶媒

dichloromethane

toluene

反応条件

後処理

1. 1
   濃縮The mixture was concentrated
2. 2
   その他to give an orange syrup
3. 3
   workup.STIRRINGstirred
4. 4
   温度under reflux temperature for 5 h
5. 5
   洗浄washed with diluted hydrochloric acid
6. 6
   濃縮The organic layer was concentrated
7. 7
   その他Purification by TLC

実験手順

A mixture of N-{[(2-{4-[(3-amino-4,6-dimethyl-2-pyridinyl)amino]phenyl}ethyl)amino]carbonyl}-4-methylbenzenesulfonamide (step 4 of Example 162, 86 mg, 0.19 mmol), 4-phenylbutyric acid (37 mg, 0.23 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (40 mg, 0.21 mmol) was stirred at room temperature for 5 days. The mixture was concentrated to give an orange syrup. This material was dissolved in toluene (8 ml), added p-toluenesulfonic acid mono-hydrate (3 mg, 0.02 mol), then stirred under reflux temperature for 5 h. The mixture was diluted with dichloromethane and washed with diluted hydrochloric acid. The organic layer was concentrated. Purification by TLC developing with hexane/ethyl acetate (1:3) gave 32 mg (29%) of the title compound as a colorless solid.

出典