HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453872Generated: October 30, 2026
1,2-Dibromoethane → tert-Butyl 2-(6-(10-chloro-1-oxo-3,4-dihydropyrazino[1,2-a]indol-2(1H)-yl)-1H-indol-1-yl)acetate
https://huagongshe.com/reaction/453872
Participants
| Role | Name | HCID | Charge |
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| Reactant | 1,2-Dibromoethane | HCID 7839 | — |
| Reactant | tert-Butyl 2-(6-(3-chloro-1H-indole-2-carboxamido)-1H-indol-1-yl)acetate | HCID 59473712 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | tert-Butyl 2-(6-(10-chloro-1-oxo-3,4-dihydropyrazino[1,2-a]indol-2(1H)-yl)-1H-indol-1-yl)acetate | HCID 59473664 | 78% |
Reaction Steps
tert-Butyl 2-(6-(3-chloro-1H-indole-2-carboxamido)-1H-indol-1-yl)acetate (1.41 mmol, 1.0 equiv.) and TBAB (1.41 mmol, 1.0 equiv.) were dissolved in 1 N NaOH (12 ml); 1,2-dibromoethane (14.18 mmol, 10.0 equiv.) was added, and the mixture was stirred for 12 h at 25° C. The reaction mixture was diluted with water (50 ml) and extracted with ethyl acetate (100 ml). The organic phase was washed with sat. NaCl solution (50 ml), dried over Na2SO4 and concentrated under reduced pressure, and the desired product was obtained by purification by column chromatography. Yield: 78%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08492559B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-e3de5654c4e847958138c57a53c09c3d |
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| Source note | uspto-grants-2013_07 |
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