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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylaluminumHCID 16682925—
ReactantMethyl 2-((1-(2-tert-butoxy-2-oxoethyl)-1H-indol-6-ylamino)methyl)-4-chloro-1-methyl-1H-indole-3-carboxylateHCID 68427131—
SolventHydrochloric AcidHCID 313—
SolventDichloromethaneHCID 6344—
Producttert-Butyl 2-(6-(8-chloro-4-methyl-1-oxopyrrolo[3,4-b]indol-2(1H,3H,4H)-yl)-1H-indol-1-yl)acetateHCID 8664498589%

Reaction Conditions

Temperature25 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492559B2
Source datasetuspto-grants-2013_07
ORD IDord-28c1b47fff0444c5bf8389b996d73246
Source noteuspto-grants-2013_07