HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453857Generated: October 30, 2026
Trimethylaluminum → tert-Butyl 2-(6-(8-chloro-4-methyl-1-oxopyrrolo[3,4-b]indol-2(1H,3H,4H)-yl)-1H-indol-1-yl)acetate
https://huagongshe.com/reaction/453857
Participants
| Role | Name | HCID | Charge |
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| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Reactant | Methyl 2-((1-(2-tert-butoxy-2-oxoethyl)-1H-indol-6-ylamino)methyl)-4-chloro-1-methyl-1H-indole-3-carboxylate | HCID 68427131 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-Butyl 2-(6-(8-chloro-4-methyl-1-oxopyrrolo[3,4-b]indol-2(1H,3H,4H)-yl)-1H-indol-1-yl)acetate | HCID 86644985 | 89% |
Reaction Steps
Methyl 2-((1-(2-tert-butoxy-2-oxoethyl)-1H-indol-6-ylamino)methyl)-4-chloro-1-methyl-1H-indole-3-carboxylate (2.416 mmol, 1 equiv.) was dissolved in dichloromethane (36 ml), and (CH3)3Al (2 M solution in toluene, 4.83 mmol) was added at 0° C., under nitrogen. After 10 min, the reaction mixture was heated to 25° C. and then stirred for 2 h. The reaction mixture was diluted with dichloromethane and hydrolysed with 2 M HCl. The phases were separated, and the organic phase was washed with water and sat. NaCl solution (in each case 10 ml). Drying over Na2SO4 was then carried out, followed by concentration under reduced pressure. The product was crystallized from ethyl acetate. Yield: 89%
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-28c1b47fff0444c5bf8389b996d73246 |
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| Source note | uspto-grants-2013_07 |
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