تفاعل #76733
ord-9540ad39a2414b7abb810eca8ddaf9f3
معادلة التفاعل
المتفاعلات
الكواشف
ظروف التفاعل
المعالجة
- 1أخرىthe suspension formed
- 2ترشيحThe precipitate was collected by filtration
- 3أخرىdried
- 4درجة الحرارةthe reaction mixture was refluxed for 16 h
- 5workup.DISTILLATIONmost of the solvent was distilled off
- 6workup.ADDITIONether (50 mL) was added
- 7أخرىInsoluble material was removed by filtration
- 8غسيلthe filtrate was washed with water
- 9تجفيفdried (MgSO4)
- 10أخرىevaporated
- 11غسيلThe residue was washed with diethyl ether/n-hexane 4:3 (70 mL)
الإجراء التجريبي
5-[4-Ethoxy-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-6-ylmethyl]-pyrimidine-2,4-diamine. A warm solution of potassium tert-butylate (900 mg, 8.02 mmol) in tert-butanol (7.5 mL) was added at room temperature to a solution of 4-ethoxy-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indole-6-carbaldehyde (2.14 g, 6.69 mmol) and 3-anilinopropionitrile (1.08 g, 7.36 mmol) in methyl sulfoxide (25 mL). After 90 min the solution was treated with water and the suspension formed was stirred for 2 h. The precipitate was collected by filtration and dried. This material was added to a suspension of guanidine hydrochloride (1.90 g, 19.9 mmol) and potassium tert-butylate (2.23 g, 19.9 mmol) in ethanol (100 mL), and the reaction mixture was refluxed for 16 h, then most of the solvent was distilled off, and ether (50 mL) was added. Insoluble material was removed by filtration, the filtrate was washed with water, dried (MgSO4), and evaporated. The residue was washed with diethyl ether/n-hexane 4:3 (70 mL) to afford the title compound (1.71 g, 62%). Light brown solid.