ethyl (E)-3-(1H-indol-2-yl)prop-2-enoate

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of the product of Step 2 (20 g) in 300 mL of DMF was added 30 g of BrCH2CO2-t-Bu and 65 g of Cs2CO3. The reaction mixture was stirred at 60° C. for 24 h, and was then diluted with 300 ml of acetone and filtered. The filtrate was concentrated and the residue was purified by silica gel chromatography eluted with 1:2 EtOAc/hexane to give 30 g of the title compound as a syrup. filtered The filtrate was concentrated the residue was purified by silica gel chromatography eluted with 1:2 EtOAc/hexane

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of the product of Step 2 (20 g) in 300 mL of DMF was added 30 g of BrCH2CO2-t-Bu and 65 g of Cs2CO3. The reaction mixture was stirred at 60° C. for 24 h, and was then diluted with 300 ml of acetone and filtered. The filtrate was concentrated and the residue was purified by silica gel chromatography eluted with 1:2 EtOAc/hexane to give 30 g of the title compound as a syrup. filtered The filtrate was concentrated the residue was purified by silica gel chromatography eluted with 1:2 EtOAc/hexane

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a 0.1 M DMF solution of ethyl (2E)-3-(1H-indol-2-yl) acrylate from Step 2 was added 1.4 equiv. of BrCH2CO2-t-Bu and 2.1 equiv. of Cs2CO3. The reaction mixture was stirred at 60° C. for 24 h, and was then diluted with an equal volume of acetone and filtered. The filtrate was concentrated and the residue was purified by silica gel chromatography eluted with EtOAc/Hex (1:2) to give the title compound (98%) as a syrup. filtered The filtrate was concentrated the residue was purified by silica gel chromatography eluted with EtOAc/Hex (1:2)

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a 0.1 M DMF solution of ethyl (2E)-3-(1H-indol-2-yl) acrylate from Step 2 was added 1.4 equiv. of BrCH2CO2-t-Bu and 2.1 equiv. of Cs2CO3. The reaction mixture was stirred at 60° C. for 24 h, and was then diluted with an equal volume of acetone and filtered. The filtrate was concentrated and the residue was purified by silica gel chromatography eluted with EtOAc/Hex (1:2) to give the title compound (98%) as a syrup. filtered The filtrate was concentrated the residue was purified by silica gel chromatography eluted with EtOAc/Hex (1:2)

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of the product of Step 2 (20 g) in 300 mL of DMF was added 30 g of BrCH2CO2-t-Bu and 65 g of Cs2CO3. The reaction mixture was stirred at 60° C. for 24 h, and was then diluted with 300 ml of acetone and filtered. The filtrate was concentrated and the residue was purified by silica gel chromatography eluted with 1:2 EtOAc/hexane to give 30 g of the title compound as a syrup. filtered The filtrate was concentrated the residue was purified by silica gel chromatography eluted with 1:2 EtOAc/hexane

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a 0.1 M DMF solution of ethyl (2E)-3-(1H-indol-2-yl) acrylate from Step 2 was added 1.4 equiv. of BrCH2CO2-t-Bu and 2.1 equiv. of Cs2CO3. The reaction mixture was stirred at 60° C. for 24 h, and was then diluted with an equal volume of acetone and filtered. The filtrate was concentrated and the residue was purified by silica gel chromatography eluted with EtOAc/Hex (1:2) to give the title compound (98%) as a syrup. filtered The filtrate was concentrated the residue was purified by silica gel chromatography eluted with EtOAc/Hex (1:2)