반응 #474434

반응 방정식

NH3

dioxane

5-bromo-3-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-1H-indole-7-carboxylic acid

HOBt

EDC.HCl

→

title compound

수율 186.6%

5-Bromo-3-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-1H-indole-7-carboxamide

수율 186.6%

용매

H2O

EtOAc

DMF

반응 조건

후처리

1. 1
   기타The vial was sealed
2. 2
   기타the layers were separated
3. 3
   추출the aqueous layer was extracted with EtOAc (4×100 mL)
4. 4
   건조The combined organic layers were dried (Na2SO4)
5. 5
   농축concentrated under reduced pressure
6. 6
   기타to give a light yellow solid
7. 7
   세척The solid was washed with DCM (1×25 mL) to and
8. 8
   기타aspirated dry

실험 절차

A solution of 0.5 M NH3 in dioxane (12 mL, 6 mmol) was added to a mixture of 5-bromo-3-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-1H-indole-7-carboxylic acid (1.1 g, 2.96 mmol), HOBt (0.455 g, 2.96 mmol), and EDC.HCl (1.54 g, 8.02 mmol) in DMF (4 mL) in a Biotage microwave vial. The vial was sealed, and the reaction was heated at 100° C. for 20 min on regular absorbance in a Biotage Initiator microwave. EtOAc (75 mL) and H2O (75 mL) were added, the layers were separated, and the aqueous layer was extracted with EtOAc (4×100 mL). The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure to give a light yellow solid. The solid was washed with DCM (1×25 mL) to and aspirated dry to give 2.05 g (96%) of the title compound.

출처