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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 60939Generated: October 28, 2026

Morpholine → 5-Chloro-N-(((2S,3R)-3-methylpiperidin-2-yl)methyl)benzo[d]oxazol-2-amine

https://huagongshe.com/reaction/60939

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant(2S,3R)-Allyl 2-(((5-chlorobenzo[d]oxazol-2-yl)amino)methyl)-3-methylpiperidine-1-carboxylateHCID 117732742—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
Product5-Chloro-N-(((2S,3R)-3-methylpiperidin-2-yl)methyl)benzo[d]oxazol-2-amineHCID 117728015—

Reaction Steps

To a solution of (2S,3R)-allyl 2-(((5-chlorobenzo[d]oxazol-2-yl)amino)methyl)-3-methylpiperidine-1-carboxylate (1.18 g, 3.248 mmol) and morpholine (2.8 mL, 32.48 mmol) in THF (30 mL) was added Pd(PPh3)4 (0.375 g, 0.32 mmol). The mixture was stirred at rt for 2 h. The solvent was removed in vacuo. The crude was purified via silica gel with 0˜100% EtOAc/DCM to obtain the title compound. ESI-MS (m/z): 280 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440982B2
Source datasetuspto-grants-2016_09
ORD IDord-7bb8338aa3f04a7ebd52d0a2dfd01de0
Source noteuspto-grants-2016_09