Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1911778Generated: November 2, 2026

Water → HCID 23729290, compound

https://huagongshe.com/reaction/1911778

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 58795824HCID 58795824—
SolventDimethylformamideHCID 6228—
ProductHCID 23729290HCID 2372929035%

Reaction Steps

A mixture of (3-{[(3,5-bis-trifluoromethyl-benzyl)-(2H-tetrazol-5-yl)-amino]-methyl}-quinolin-4-yl)-bis-cyclopropylmethyl-amine (300 mg, 0.52 mmol) and sodium hydride (31 mg, 0.78 mmol) were taken in DMF (10 mL) at 0° C. and stirred for 20 min, then methyl iodide (0.067 mL, 1.04 mmol) was added at that temperature and stirred for 1 h. Water (20 mL) was added to the reaction mixture and extracted with ethyl acetate (100 mL×3) and the organic layer was washed with water (75 mL). Drying over sodium sulfate and concentration under vacuum yielded the crude product that was purified by column chromatography using 230-400 mesh silica gel eluting with 5% ethyl acetate in petroleum ether to afford 0.107 gm (yield: 35%) of yellow colored gummy mass.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604055B2
Source datasetuspto-grants-2013_12
ORD IDord-477b60421f0c4b3e82ad4fe381e02546
Source noteuspto-grants-2013_12