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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 741559Generated: October 31, 2026

1-Methylindole-3-carboxylic acid → Quinolizidin-2-ylmethyl-1-methylindole-3-carboxylate

https://huagongshe.com/reaction/741559

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Methylindole-3-carboxylic acidHCID 854040—
ReactantOctahydro-2H-quinolizine-2-methanolHCID 70077295—
ProductQuinolizidin-2-ylmethyl-1-methylindole-3-carboxylateHCID 131719523—

Reaction Steps

eq-2-Hydroxymethylquinolizidine (N. J. Leonard et al, J. Org. Chem., 1957, 22, 1445) was reacted with the acid chloride of 1-methylindole-3-carboxylic acid using the method of Example 1. The product was chromatographed on silica gel eluting with ethyl acetate. The resulting pale yellow oil was crystallised from n-pentane to afford the title compound (E15) as a white crystalline solid mp 115°-116° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05552398
Source datasetuspto-grants-1996_09
ORD IDord-50a1fb1b1f1d47c88ee9b76c062fb496
Source noteuspto-grants-1996_09