Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2105139Generated: November 4, 2026

Bromoform → 4-bromo-2-[[(2,3-difluorophenyl)methyl]thio]-7(8H)-pteridinone

https://huagongshe.com/reaction/2105139

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromoformHCID 5558—
ReactantAcetonitrileHCID 6342—
ReactantIsoamyl NitriteHCID 8053—
Reactant4-amino-2-[[(2,3-difluorophenyl)methyl]thio]-7(8H)-pteridinoneHCID 22320081—
SolventDimethyl SulfoxideHCID 679—
SolventDiethyl EtherHCID 3283—
Product4-bromo-2-[[(2,3-difluorophenyl)methyl]thio]-7(8H)-pteridinoneHCID 22320082—

Reaction Conditions

Temperature100 °C

Reaction Steps

The product of step (d) (6.0 g) was suspended in DMSO (90 ml) and bromoform (60 ml) was added and the mixture was heated to 100° C. Isopentylnitrite (25 ml) was added and the mixture stirred for 5 min. The mixture was quickly cooled in an ice bath then evaporated to leave an oil. This was repeated three times. Acetonitrile (200 ml) was added and the solid which separated was removed by filtration. The solvent was evaporated and the residue was purified by flash chromatography, eluting with dichloromethane and then 5% ethyl acetate in dichloromethane to give a yellow solid which was slurried with ether then collected. The solid was washed with ether and dried to give the subtitled compound as a colourless solid (8.74 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07579342B2
Source datasetuspto-grants-2009_08
ORD IDord-5402c5ba4f0f4a4094446435dc218c4f
Source noteuspto-grants-2009_08