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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1458596Generated: October 30, 2026

Potassium Carbonate → Quinolizidin-2-ylmethyl-3,4-dihydro-2 H-[1,3]oxazino[3,2-a]indole-10-Carboxylate

https://huagongshe.com/reaction/1458596

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-Bromo-1-propanolHCID 12308—
ReactantChlorosuccinimideHCID 31398—
ReactantQuinolizidin-2-ylmethylindole-3-carboxylateHCID 131719520—
SolventAcetoneHCID 180—
ProductQuinolizidin-2-ylmethyl-3,4-dihydro-2 H-[1,3]oxazino[3,2-a]indole-10-CarboxylateHCID 4421126851%

Reaction Steps

eq-Quinolizidin-2-ylmethyl 1 H-indole-3-carboxylate was treated initially with N-chlorosuccinimide (1.5 equivalents) for 2 h, then with 3-bromo-1-propanol (2 equivalents) for 16 h, followed by anhydrous potassium carbonate in acetone, using the method described in Example 1b. The crude product was purified using the same chromatography conditions as in Example 1b to afford the title compound as a colourless oil (51%). This was converted to its hydrochloride salt and crystallised from acetone mp 164°-167° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05852014
Source datasetuspto-grants-1998_12
ORD IDord-8864d76f566143bd9313b36a6b487eca
Source noteuspto-grants-1998_12