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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1529561Generated: November 3, 2026

Trifluoroacetic acid → 4,5,6,7-Tetrahydro-2-(phenoxymethyl)-oxazolo[4,5-c]pyridine

https://huagongshe.com/reaction/1529561

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium CarbonateHCID 10340—
Reactant6,7-dihydro-2-(phenoxymethyl)-oxazolo[4,5-c]pyridine-5(4H)-carboxylic acid 1,1-dimethylethyl esterHCID 66608886—
SolventDichloromethaneHCID 6344—
Product4,5,6,7-Tetrahydro-2-(phenoxymethyl)-oxazolo[4,5-c]pyridineHCID 66609012100%

Reaction Steps

Trifluoroacetic acid (1.0 mL, 13.0 mmol) was added to a solution of 6,7-dihydro-2-(phenoxymethyl)-oxazolo[4,5-c]pyridine-5(4H)-carboxylic acid 1,1-dimethylethyl ester (0.11 g, 0.35 mmol) in DCM (1 mL). The mixture was stirred at room temperature for 30 minutes and basified with a saturated solution of Na2CO3. The organic layer was separated, dried (Na2SO4), filtered and the solvents evaporated in vacuo to yield 4,5,6,7-tetrahydro-2-(phenoxymethyl)-oxazolo[4,5-c]pyridine (80 mg, 100% yield, 30% pure) that was used in the next step without further purification. C13H14N2O2 LCMS: Rt 0.65, m/z 231 [M+H]+ (using method, LC-MS Method 7).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090632B2
Source datasetuspto-grants-2015_07
ORD IDord-c9d6afcfbebe410e800a0a833744f23b
Source noteuspto-grants-2015_07