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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1965852Generated: October 30, 2026

4-Bromo-3-nitroanisole → HCID 59282885, compound

https://huagongshe.com/reaction/1965852

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromo-3-nitroanisoleHCID 79288—
Reactant3-Bromo-5-fluoropyridineHCID 820206—
Reactant2,2'-(Thiene-2,5-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)HCID 23058061—
ProductHCID 59282885HCID 592828856.7%

Reaction Steps

Compound 2-(5-fluoropyridin-3-yl)-6-methoxy-4H-thieno[3,2-b]indole (W309) was synthesized using the same procedure for the preparation of W270 from 1-bromo-4-methoxy-2-nitrobenzene (104 mg, 0.45 mmol), 2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene (168 mg, 0.5 mmol), and 3-bromo-5-fluoropyridine (105 mg, 0.6 mmol), as a yellow solid (10 mg, total yield 6.7%). 1H NMR (400 MHz, acetone-d6) δ 10.36 (brs, 1 H), 8.76 (s, 1 H), 8.33 (s, 1 H), 7.83 (m, 2 H), 7.77 (m, 1 H), 7.62-7.60 (m, 1 H), 7.02 (s, 1 H), 6.80 (d, J=8.8 Hz, 1 H), 3.86 (s, 3 H); MS (ESI) m/z 299 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420052B2
Source datasetuspto-grants-2013_04
ORD IDord-6457d6f35d4b42f182e30a656d5d7574
Source noteuspto-grants-2013_04