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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62128Generated: October 26, 2026

2-Bromo-4-fluoroaniline → 9-(2-Bromo-4-fluorophenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrile

https://huagongshe.com/reaction/62128

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Bromo-4-fluoroanilineHCID 242873—
ReactantPotassium BromideHCID 253877—
ReactantHCID 178484237HCID 178484237—
SolventDichloromethane ethylacetateHCID 21226138—
Product9-(2-Bromo-4-fluorophenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrileHCID 7127778744%

Reaction Steps

Prepared from VII and 2-bromo-4-fluoroaniline. Flash chromatography eluent (DCM-EtOAc, 95:5). Yield: 44%; yellow solid; mp>260° C.; IR (KBr) νmax/cm−1 3068, 2853, 2228, 1736, 1644, 1611, 1582, 1497, 1474, 1459, 1380, 1353, 1309, 1252, 1188, 1171, 1127, 1050, 1031, 980, 881, 860, 826; 19F NMR (282 MHz, DMSO-d6) δ −119.33; 1H NMR (300 MHz, DMSO-d6) δ 8.56 (d, 1H, J=9.0 Hz), 8.18 (s, 1H), 7.81 (d, 1H, J=9.0 Hz), 7.63 (d, 1H, J=7.8 Hz) 7.24-7.17 (m, 2H); HRMS calcd for C16H8N5SBrF (M+H+): 399.9668, found 399.9675.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09446044B2
Source datasetuspto-grants-2016_09
ORD IDord-d98c7de3910446d7a6a0b7d3018cd13e
Source noteuspto-grants-2016_09