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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947842Generated: November 1, 2026

Trifluoroacetic acid → 1,2,3,6-Tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

https://huagongshe.com/reaction/1947842

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 4642098—
SolventDichloromethaneHCID 6344—
Product1,2,3,6-Tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineHCID 2110546196%

Reaction Steps

4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (Tetrahedron Letters, 2000, 44, pp 3705-3708, 500 mg, 1.617 mmol) was added 2 mL DCM and 2 mL TFA. The mixture was stirred at room temperature for 3 hours. The solvents were evaporated in vacuo to afford the title compound (323 mg, 96% yield). The product was not further purified for next step. MS (ES+): m/z 210.19 (100) [MH+]; HPLC: tR=0.55 min (UPLC, Analytical).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399433B2
Source datasetuspto-grants-2013_03
ORD IDord-1d8edbd92eec481faf5ab3eb9006e2e5
Source noteuspto-grants-2013_03