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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 455671Generated: October 30, 2026

Acetic Acid → HCID 178508236, compound

https://huagongshe.com/reaction/455671

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHydrogen BromideHCID 260—
Reactant(S)-7-bromo-3-methoxy-2',6'-dihydrospiro[chromeno[2,3-c]pyridine-5,3'-[1,4]oxazin]-5'-amineHCID 58465867—
SolventWaterHCID 962—
SolventSodium HydroxideHCID 14798—
ProductHCID 178508236HCID 17850823694.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

(S)-7-bromo-3-methoxy-2′,6′-dihydrospiro[chromeno[2,3-c]pyridine-5,3′-[1,4]oxazin]-5′-amine (0.611 g, 1.624 mmol) was dissolved in HOAc (6.14 mL, 107 mmol). Hydrobromic acid (48% aq.; 6.06 mL, 53.6 mmol) was added and the reaction was stirred at 100° C. for two hours. The reaction was diluted with water, slowly neutralized to pH 7 with 6N NaOH, and stirred overnight, during which a light pink solid crashed out of solution. The solution was filtered, and the solid was air dried to afford (S)-5′-amino-7-bromo-2′,6′-dihydrospiro[chromeno[2,3-c]pyridine-5,3′-[1,4]oxazin]-3-ol (0.554 g, 1.530 mmol, 94% yield) as an off-white solid. [M+H]+=363.9

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08497264B2
Source datasetuspto-grants-2013_07
ORD IDord-7134d4163bb241c08945e2c4bd545a0b
Source noteuspto-grants-2013_07