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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 643557Generated: October 30, 2026

Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate → tert-butyl 4-[4-fluoro-3-(methoxycarbonyl)phenyl]-3,6-dihydropyridine-1(2H)-carboxylate

https://huagongshe.com/reaction/643557

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—
ReactantMethyl 5-bromo-2-fluorobenzoateHCID 21525435—
CatalystDichloromethaneHCID 6344—
Producttert-butyl 4-[4-fluoro-3-(methoxycarbonyl)phenyl]-3,6-dihydropyridine-1(2H)-carboxylateHCID 57880514—

Reaction Steps

tert-Butyl 4-[4-fluoro-3-(methoxycarbonyl)phenyl]-3,6-dihydropyridine-1(2H)-carboxylate was synthesized as described for INTERMEDIATE 6 (step A) using tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate (prepared according to Eastwood, P. R. Tetrahedron Lett., 41, 19, 2000, 3705-3708) and methyl 5-bromo-2-fluorobenzoate as starting material and PdCl2dppf.CH2Cl2 as a catalyst.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700591B2
Source datasetuspto-grants-2010_04
ORD IDord-ccab7ace15404b14bdb1e19d4c2d8cc0
Source noteuspto-grants-2010_04