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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1483028Generated: October 29, 2026

HCID 90134886, compound → [(3S)-2,3-Dihydro-[1,4]dioxino[2,3-b]pyridin-3-yl]methanamine

https://huagongshe.com/reaction/1483028

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 90134886HCID 90134886—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product[(3S)-2,3-Dihydro-[1,4]dioxino[2,3-b]pyridin-3-yl]methanamineHCID 68531823100.2%

Reaction Steps

Dissolve (3S)-3-(azidomethyl)-2,3-dihydro-[1,4]dioxino[2,3-b]pyridine (7.5 g, 39.03 mmol) in MeOH (390 mL). Degas the mixture by subjecting it to reduced pressure then back filling with nitrogen (3×); add 10% Pd/C (2.08 g, 1.95 mmol); and again degas the mixture. Stir the resulting degassed mixture at ambient temperature under a hydrogen atmosphere for 17 hours. Filter the resulting mixture through Celite® and remove solvents of the filtrate under reduced pressure to provide the title compound (6.5 g, 100%) as an oil. MS (m/z): 167 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09416138B2
Source datasetuspto-grants-2016_08
ORD IDord-40bcf2a8a5cd40ac9b7b21c8885c8398
Source noteuspto-grants-2016_08