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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2387245Generated: November 1, 2026

Pyridine → HCID 68500584, compound

https://huagongshe.com/reaction/2387245

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantTriethylamineHCID 8471—
ReactantCyclopropylboronic acidHCID 2760897—
ReactantHCID 14437517HCID 14437517—
CatalystCupric acetateHCID 8895—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68500584HCID 68500584—

Reaction Steps

A mixture of benzyl 3-oxo-1,4-diazepane-1-carboxylate (prepared according to Polish J. Chem. 1989, 63, 265-71), cyclopropylboronic acid (6 eq.), Et3N (10 eq.), pyridine (16 eq.) and Cu(OAc)2 (4 eq.) in dry THF (0.24 M) was heated for 10 min. to 140° C. in a microwave oven. After cooling to RT the mixture was filtered through celite, the solvents were removed under reduced pressure and the product was purified by chromatography on silica gel, eluenting with EtOAc/petroleum ether. The product was obtained as a white solid. 1H-NMR (300 MHz, CDCl3) δ: 7.45-7.22 (5H, m), 5.15 (2H, s), 4.22-4.07 (2H, m), 3.70-3.37 (4H, m), 2.75-2.60 (1H, m), 1.90-1.65 (2H, m), 0.85-0.72 (2H, m), 0.60-0.41 (2H, m). MS (ES) C16H20N2O3 requires: 288, found: 289 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268827B2
Source datasetuspto-grants-2012_09
ORD IDord-9080e9ee360d433693a3a1763bb3397e
Source noteuspto-grants-2012_09