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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 609589Generated: 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/609589

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 1H-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 numberUS05998409
Source datasetuspto-grants-1999_12
ORD IDord-885c588d88e04b878be427c1126e6346
Source noteuspto-grants-1999_12