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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279900Generated: November 2, 2026

Water → HCID 86697835, compound

https://huagongshe.com/reaction/2279900

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-bromobutanimideHCID 67184—
Reactant2-((2-Chloro-5-(trifluoromethyl)pyrimidin-4-yl)amino)-N-methylbenzamideHCID 86633861—
SolventDimethylformamideHCID 6228—
ProductHCID 86697835HCID 8669783542.2%

Reaction Steps

2-{[2-chloro-5-(trifluoromethyl)pyrimidin-4-yl]amino}-N-methylbenzamide (WO 2010141406, 4.6 g, 13.9 mmol) and N-bromosuccinimide (2.46 g, 13.9 mmol) were taken up in DMF (8 mL) and stirred for 1 hr. The reaction mixture was poured into water and the resulting precipitate was collected via filtration, air dried and purified by column chromatography (SiO2, 1% methanol in dichloromethane) to give 2.4 g (42%) of the title compound. 1H NMR (600 MHz, DMSO-d6) δ: 11.88 (s, 1H), 8.93 (brs, 1H), 8.67 (s, 1H), 8.28 (d, J=9 Hz, 1H), 7.95 (s, 1H), 7.76 (d, J=9 Hz, 1H), 2.75 (d, J=4.2 Hz, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133224B2
Source datasetuspto-grants-2015_09
ORD IDord-58a07fc44dc84d88b1a556b41f1e12a6
Source noteuspto-grants-2015_09