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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454890Generated: October 29, 2026

Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate → 1,2,3,6-Tetrahydropyridine-4-boronic acid, pinacol ester hydrochloride

https://huagongshe.com/reaction/454890

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 4642098—
ReactantHydrochloride methanolHCID 21893726—
Product1,2,3,6-Tetrahydropyridine-4-boronic acid, pinacol ester hydrochlorideHCID 4976108491.4%

Reaction Steps

The mixture of tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (4.0 g, 12.9 mmol) in HCl/MeOH (20 mL) was stirred at room temperature for 1 hour. Then it was concentrated to give 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,2,3,6-tetrahydro-pyridine hydrochloride (2.9 g, 11.8 mmol, yield: 91.4%) which was used in the next step without further purification. ESI-MS (M+1): 210 calc. for C11H20BNO2 209.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08497265B2
Source datasetuspto-grants-2013_07
ORD IDord-ad46fa4ea69e4f05b507f3fd1e657748
Source noteuspto-grants-2013_07