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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 576929Generated: October 30, 2026

Boron tribromide → HCID 178429482, compound

https://huagongshe.com/reaction/576929

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
Reactant2-[(2-chloro-5-methoxyphenyl)methylsulfanyl]-6-methyl-1H-pyrimidin-4-oneHCID 178490734—
SolventDichloromethaneHCID 6344—
ProductHCID 178429482HCID 17842948265.3%

Reaction Steps

To a solution of the 2-{[(2-chloro-5-methoxyphenyl)methyl]sulfanyl}-6-methylpyrimidin-4-ol (1.0 g, 3.36 mmol) compound in anhydrous dichloromethane at 0° C., 1 M solution of boron tribromide (0.844 g, 3.36 mmol) was added. The reaction mixture was stirred at room temperature overnight. Then, the reaction mixture was quenched with sodium bicarbonate solution and the solid was filtered. The crude solid was purified by using dichloromethane and methanol (1:10) to provide the product 2-{[(2-chloro-5-hydroxyphenyl)methyl]sulfanyl}-6-methylpyrimidin-4-ol as a white solid (0.62 g, 65% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.20 (s, 3H), 4.34 (s, 2H), 5.98 (bs, 1H), 6.66 (d, J=8.8 Hz, 1H), 6.97 (s, 1H), 7.20 (d, J=8.8 Hz, 1H); M+ 283.06.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040538B2
Source datasetuspto-grants-2015_05
ORD IDord-b8929879c0ea45d5b212ad953ea60933
Source noteuspto-grants-2015_05