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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 545884Generated: October 29, 2026

6-(Dimethylamino)pyridine-3-boronic acid → HCID 59263530, compound

https://huagongshe.com/reaction/545884

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-(Dimethylamino)pyridine-3-boronic acidHCID 2763271—
Reactant(Pyrimidin-5-yl)boronic acidHCID 2795193—
Reactant4'-bromo-1'-pentylspiro[furo[2,3-f][1,3]benzodioxole-7,3'-indol]-2'(1'H)oneHCID 59263339—
ReactantHCID 59263362HCID 59263362—
ProductHCID 59263530HCID 59263530—

Reaction Steps

Following the procedure as described in EXAMPLE 4, and making non-critical variations using 2-(4′-bromo-2′-oxo-5,6-dihydrospiro[benzo[1,2-b:5,4-b′]difuran-3,3′-indol]-1′(2′H)-yl)-N-(2-fluorophenyl)acetamide to replace 4′-bromo-1′-pentylspiro[furo[2,3-f][1,3]benzodioxole-7,3′-indol]-2′(1′H)-one, and pyrimidine-5-boronic acid to replace [6-(dimethylamino)pyridin-3-yl]boronic acid, the title compound was obtained (53%) as a colorless solid: mp 229-230° C.; 1H NMR (300 MHz, CDCl3) δ 9.10 (s, 1H), 8.26-8.15 (m, 3H), 7.98 (s, 1H), 7.41 (t, 1H), 7.15-7.05 (m, 4H), 6.89 (d, 1H), 6.68 (s, 1H), 6.06 (s, 1H), 4.81-4.76 (m, 2H), 4.59-4.42 (m, 4H), 3.00 (t, 2H); 13C NMR (75 MHz, CDCl3) δ 178.2, 164.4, 162.5, 161.0, 157.0, 155.8, 141.8, 132.6, 131.1, 129.4, 125.8, 125.5, 125.4, 125.2, 125.1, 124.7, 121.9, 120.6, 119.9, 118.7, 115.1, 114.8, 109.5, 93.4, 79.0, 72.4, 57.8, 44.9, 28.9; MS (ES+) m/z 509.5 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935721B2
Source datasetuspto-grants-2011_05
ORD IDord-be3d33adb67e4a5e9dd7d4eb62f1719b
Source noteuspto-grants-2011_05