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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1181429Generated: November 3, 2026

Water → HCID 69522199, compound

https://huagongshe.com/reaction/1181429

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Nitroisoquinoline-1-carboxylic acidHCID 285646—
SolventDimethylformamideHCID 6228—
ProductHCID 69522199HCID 6952219919.4%

Reaction Steps

Potassium carbonate (23 g, 167 mmol) was added to a solution of 5-nitro-isoquinoline-1-carboxylic acid (Description 104, 2.7 g, 12.4 mmol) in N,N-dimethylformamide (50 ml) at room temperature. Iodomethane (1.0 ml, 16.1 mmol) was then added and the reaction stirred at room temperature for 20 h. Water (300 ml) was added and the mixture was extracted with ethyl acetate (2×200 ml). The combined organic phases were washed with water (2×100 ml), brine (100 ml) then dried (Na2SO4) and evaporated. Purification of the residue by column chromatography eluting with ethyl acetate-isohexane (7:13 increasing to 1:1) gave the title compound (558 mg, 19%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07285563B2
Source datasetuspto-grants-2007_10
ORD IDord-414e8a5c44594230bd4f03687af284a8
Source noteuspto-grants-2007_10