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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62139Generated: October 25, 2026

Potassium Bromide → 9-(3-Fluoro-4-hydroxyphenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrile

https://huagongshe.com/reaction/62139

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium BromideHCID 253877—
ReactantPhenol, 4-amino-2-fluoro-HCID 2735918—
ReactantHCID 178484237HCID 178484237—
SolventDichloromethane ethylacetateHCID 21226138—
Product9-(3-Fluoro-4-hydroxyphenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrileHCID 7127773858%

Reaction Steps

Prepared from VII and 4-amino-2-fluorophenol. Flash chromatography eluent (DCM-EtOAc, 5:5). Yield: 58%; orange solid; mp>260° C.; IR (KBr) νmax/cm−1 3375, 2228, 1731, 1649, 1619, 1578, 1512, 1470, 1373, 1347, 1292, 1241, 1204, 1150, 1111, 978, 943, 856, 836; 19F NMR (282 MHz, DMSO-d6) δ −136.8; 1H NMR (300 MHz, DMSO-d6) δ 8.46 (d, 1H, J=9.0 Hz), 8.15 (s, 1H), 7.69 (d, 1H, J=9.0 Hz), 6.97-6.81 (m, 3H); HRMS calcd for C16H9N5OSF (M+H+): 338.0512, found 338.0516.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09446044B2
Source datasetuspto-grants-2016_09
ORD IDord-96bd78a9f78c4247a6d092134c204076
Source noteuspto-grants-2016_09