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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 852906Generated: October 29, 2026

Boron tribromide → HCID 135947948, compound

https://huagongshe.com/reaction/852906

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
Reactant2-chloro-4-(4-methoxyphenyl)pyrimidineHCID 11148739—
SolventDichloromethaneHCID 6344—
ProductHCID 135947948HCID 13594794894.6%

Reaction Steps

To a solution of 17 (3.7 g, 16.8 mmol) in dry dichloromethane (42 mL) at 0° C. was added boron tribromide (3.17 mL, 33.5 mmol). The mixture was stirred vigorously at room temperature for 16 h, cooled down to 0° C. Ice-water was poured-in and the stirring was continued for 30 min. The reaction mixture was concentrated to form a precipitate which was collected by filtration, washed with water, dried and purified by flash chromatography on silica gel (MeOH/CH2Cl2: 2/98) to afford the title compound 18 (3.28 g, 15.9 mmol, 94% yield). 1H NMR: (400 MHz, DMSO-d6) δ (ppm): 10.26 (s, 1H), 8.66 (d, J=5.6 Hz, 1H), 8.05 (td, J=8.4, 1.6 Hz, 2H), 7.96 (d, J=5.6 Hz, 1H), 6.90 (td, J=8.4, 1.6 Hz, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07253204B2
Source datasetuspto-grants-2007_08
ORD IDord-4fc28c25f07c4d91b0e0ea95b2926e3b
Source noteuspto-grants-2007_08