반응 #41431

반응 방정식

(1R,2S)-1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-1-(1-(4-fluorophenyl)-1H-indazol-5-yloxy)propan-2-amine

1-methylcyclopropanecarboxylic acid

HATU

DIPEA

→

N-((1R,2S)-1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-1-(1-(4-fluorophenyl)-1H-indazol-5-yloxy)propan-2-yl)-1-methylcyclopropanecarboxamide

용매

NMP

water

NMP

반응 조건

후처리

1. 1
   기타had formed
2. 2
   추출extracted with EtOAc (2×10 mL)
3. 3
   세척the organic phases was then washed with brine
4. 4
   건조dried over Na2SO4
5. 5
   여과filtered
6. 6
   기타evaporated
7. 7
   기타The remaining oily residue was purified by HPLC
8. 8
   workup.ADDITIONFractions containing product
9. 9
   기타was freezedried

실험 절차

1-methylcyclopropanecarboxylic acid (39 mg, 0.39 mmol), HATU (150 mg, 0.39 mmol) and DIPEA (170 μl, 0.97 mmol) in NMP (2 mL) was stirred at r.t. for 5 min until a solution had formed. To this solution was added (1R,2S)-1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-1-(1-(4-fluorophenyl)-1H-indazol-5-yloxy)propan-2-amine (19a) (102 mg, 0.24 mmol) dissolved in NMP (1 mL). The reaction mixture was stirred for 2 h at r.t. The reaction mixture was diluted with water (10 mL) and extracted with EtOAc (2×10 mL), the organic phases was then washed with brine, dried over Na2SO4, filtered and evaporated. The remaining oily residue was purified by HPLC. Fractions containing product was freezedried. Yield 68 mg (55%10).

출처