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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1710550Generated: October 27, 2026

Methanol → 1,2-Dimethyl-3-(methyliminomethyl)-1H-indole

https://huagongshe.com/reaction/1710550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantMethylamineHCID 6329—
Reactant1,2-Dimethyl-1H-indole-3-carboxaldehydeHCID 599084—
Product1,2-Dimethyl-3-(methyliminomethyl)-1H-indoleHCID 14142219—

Reaction Steps

To 1,2-dimethylindole-3-carboxaldehyde (11.50 g, 66.4 mmole) was added a solution of 2 M methylamine in methanol (100 mL, 200 mmole). The reaction was stirred for 4 h at RT then was concentrated to dryness to afford the crude title compound: 1H NMR (400 MHz, CDCl3) δ 8.55 (d, J=1.4 Hz, 1H), 8.16 (d, J=7.5 Hz, 1H), 7.42 (d, J=7.8 Hz, 1H), 7.15 (t, 1H), 7.07 (t, 1H), 3.68 (s, 3H), 3.41 (s, 3H), 2.55 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790716B2
Source datasetuspto-grants-2010_09
ORD IDord-9f8aa3d2501345fbacc768ef3d8b6e45
Source noteuspto-grants-2010_09