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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515024Generated: October 27, 2026

Bromotrimethylsilane → {3,5-Dichloro-4-[6-(quinolin-2-ylcarbamoyl)-1H-benzoimidazol-2-yl]-phenoxymethyl}-phosphonic acid

https://huagongshe.com/reaction/1515024

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromotrimethylsilaneHCID 76113—
Reactant{3,5-Dichloro-4-[6-(quinolin-2-ylcarbamoyl)-1H-benzoimidazol-2-yl]-phenoxymethyl}-phosphonic acid diethylesterHCID 86651276—
SolventDichloromethaneHCID 6344—
Product{3,5-Dichloro-4-[6-(quinolin-2-ylcarbamoyl)-1H-benzoimidazol-2-yl]-phenoxymethyl}-phosphonic acidHCID 66965913—

Reaction Steps

To a solution of {3,5-dichloro-4-[6-(quinolin-2-ylcarbamoyl)-1H-benzoimidazol-2-yl]-phenoxymethyl}-phosphonic acid diethylester (50 mg, 0.083 mmol) in CH2Cl2 (5 mL) was added TMSBr (0.11 ml, 0.83 mmol) and the solution was stirred at ambient temperature overnight. The solvent was removed under reduced pressure and the residue was purified by HPLC to give the title compound as a white solid. 1H NMR (Methanol-d4, 400 MHz): δ 8.84 (d, 1H), 8.56 (d, 1H), 8.21 (d, 2H), 8.15 (d, 1H), 8.03 (m, 2H), 7.90 (d, 1H), 7.80 (t, 1H), 7.37 (s, 2H), 4.49 (d, 2H). MS (m/z) 543.3 (M+1); Retention time: 1.10 min. (method 10).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222248B2
Source datasetuspto-grants-2012_07
ORD IDord-b0ab8f9dbc244aaa91515ac34d44c92d
Source noteuspto-grants-2012_07