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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1853782Generated: November 2, 2026

Bis(pinacolato)diborane → HCID 67446789, compound

https://huagongshe.com/reaction/1853782

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBis(pinacolato)diboraneHCID 2733548—
ReactantHCID 43177392HCID 43177392—
Reactant9-bromo-8-methoxythieno[2,3-c]quinolin-4(5H)-oneHCID 67449139—
ProductHCID 67446789HCID 6744678997.3%

Reaction Steps

Following General Procedure E, N-[1-(4-bromophenyl)ethyl]cyclopentanamine (600 mg, 2.3 mmol) was reacted with bis(pinacolato)diboron (410 mg, 1.6 mmol) to afford the crude boronic ester which was reacted with 9-bromo-8-methoxythieno[2,3-c]quinolin-4(5H)-one (250 mg, 0.81 mmol) to afford the desired product (330 mg, 97%) as a brown solid: 1H NMR (300 MHz, CD3OD) δ 7.73-7.64 (m, 2H), 7.60-7.50 (m, 2H), 7.47-7.34 (m, 3H), 6.01 (d, J=5.4 Hz, 1H), 4.57 (q, J=6.8 Hz, 1H), 3.74 (s, 3H), 3.62-3.45 (m, 1H), 2.30-2.02 (m, 2H), 1.93-1.85 (m, 2H), 1.81 (d, J=6.7 Hz, 3H), 1.77-1.51 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962648B2
Source datasetuspto-grants-2015_02
ORD IDord-4760a946a1504a758161f62e4656a37a
Source noteuspto-grants-2015_02