Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1761075Generated: October 31, 2026

Sodium Hydroxide → 1-Methyl-N-propyl-1H-indole-2-methanamine

https://huagongshe.com/reaction/1761075

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 22593775HCID 22593775—
SolventTetrahydrofuranHCID 8028—
Product1-Methyl-N-propyl-1H-indole-2-methanamineHCID 2259375833%

Reaction Steps

To a solution of 1-methyl-N-cyclopropylindole-2-carboxamide (2.1 g. 9.8 mmole) in dry THF (40 mL) was added dropwise a solution of 1.0 M LiAlH4 in THF (2.2 mL, 22 mmole). The reaction mixture was heated at reflux overnight, then was cooled and uenched with 10% NaOH. The mixture was filtered and the filtrate was concentrated in vacuo. Flash chromatography on silica gel (5% MeOlUCH2Cl2) gave the title compound (0.65 g, 33%) as a viscous oil: MS (ES) m/e 203 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06846819B1
Source datasetuspto-grants-2005_01
ORD IDord-431919fdffe7482b8f22388e8551e327
Source noteuspto-grants-2005_01