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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1523058Generated: November 2, 2026

Dimethylamine → HCID 86301276, compound

https://huagongshe.com/reaction/1523058

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
Reactant3-AcetylindoleHCID 12802—
ReactantHCID 90415829HCID 90415829—
SolventMethanolHCID 887—
ProductHCID 86301276HCID 86301276—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a clean dry Biotage microwave vial equipped with a stir bar was added the 5-methyl-1-(pent-4-yn-1-yl)indoline-2,3-dione (0.015 grams, 0.066 mmol), 1-(1H-indol-3-yl)ethanone (0.19 grams, 0.12 mmol, purchased from Fisher scientific) and 0.2 mL of methanol. 9.0 μL of dimethyl amine (40% by weight in water) was then added and the solution was placed in a Biotage initiator and heated at 100° C. for thirty minutes. The solution was then concentrated and purified on a Teledyne ISCO using hexanes and ethyl acetate. Yield, 20%. 1H-NMR δ 9.15 (bs, 1H), 8.33 (m, 1H), 7.69 (s, 1H), 7.39 (m, 1H) 7.38 (m, 1H), 7.27 (m, 2H), 7.10 (d, 1H), 6.84 (d, 1H), 5.58 (bs, OH), 3.81 (p, 2H), 3.49 (d, 1H), 3.24 (d, 1H) 2.28 (m, 5H), 2.01 (t, 1H), 1.92 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09079853B2
Source datasetuspto-grants-2015_07
ORD IDord-dfd1cdaf85f843a1bc043b2ee57795b8
Source noteuspto-grants-2015_07