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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 227044Generated: October 30, 2026

5-Bromo-2-iodopyrimidine → 1-(6-Bromo-pyridin-2-ylmethyl)-3-(5-bromo-pyrimidine-2-carbonyl)-1H-quinolin-4-one

https://huagongshe.com/reaction/227044

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Bromo-2-iodopyrimidineHCID 7006651—
Reactant1-(6-Bromo-pyridin-2-ylmethyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methoxy-methyl-amideHCID 57754532—
ReactantHCID 178418918HCID 178418918—
SolventTetrahydrofuranHCID 8028—
Product1-(6-Bromo-pyridin-2-ylmethyl)-3-(5-bromo-pyrimidine-2-carbonyl)-1H-quinolin-4-oneHCID 57754721—

Reaction Steps

Experimental conditions analogous to those described for Step 6 of Example 60 from 120 mg (0.30 mmol) of 1-(6-bromo-pyridin-2-ylmethyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methoxy-methyl-amide in 1 mL THF and 187 mg (0.66 mmol) of 5-bromo-2-iodo-pyrimidine in 2 mL THF with 0.34 mL 2M isopropylmagnesium chloride. Yield: 31 mg of a white powder. LC-MSD, m/z for C20H12Br2N4O2 [M+H]+=498.9, 500.9, 502.9; HPLC retention time: 2.2 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07557213B2
Source datasetuspto-grants-2009_07
ORD IDord-32f2cd461f0d4579a81d0ec6591e7237
Source noteuspto-grants-2009_07