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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 645210Generated: October 30, 2026

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

https://huagongshe.com/reaction/645210

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) 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 numberUS07700641B2
Source datasetuspto-grants-2010_04
ORD IDord-3ad1250c287044ec9296ab687f6e9095
Source noteuspto-grants-2010_04