Реакция #487544

Уравнение реакции

methyl 4-((4-chloro-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl)amino)-2-(3-chloropropoxy)benzoate

tert-butyl (8-aminooctyl)carbamate

→

methyl 4-(4-(8-(tert-butoxycarbonylamino)octylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)-2-(3-chloropropoxy)benzoate

Выход 96.0%

Растворители

DCM

THF

Условия реакции

Обработка

1. 1
   Промывкаwashed with water
2. 2
   ДругоеThe organic layer was collected
3. 3
   Сушкаdried over sodium sulfate
4. 4
   Концентрированиеconcentrated under vacuum
5. 5
   ДругоеThe crude product was purified by silica gel chromatography
6. 6
   ДругоеThe product fractions were collected
7. 7
   Другоеthe solvent removed under vacuum

Методика

To a solution of methyl 4-((4-chloro-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl)amino)-2-(3-chloropropoxy)benzoate (200 mg, 0.439 mmol) in THF (2 mL) was added tert-butyl (8-aminooctyl)carbamate (118 mg, 0.483 mmol) and Hunig'sBase (230 μl, 1.318 mmol). The resulting mixture was stirred for 16 h. The mixture was diluted with DCM and washed with water, then brine. The organic layer was collected, dried over sodium sulfate, and concentrated under vacuum. The crude product was purified by silica gel chromatography using a gradient of 20-40% EtOAc/hexanes. The product fractions were collected and the solvent removed under vacuum to give 208 mg (96%) methyl 4-(4-(8-(tert-butoxycarbonylamino)octylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)-2-(3-chloropropoxy)benzoate.

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