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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 549259Generated: October 29, 2026

Dimethylformamide → HCID 67158600, compound

https://huagongshe.com/reaction/549259

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
ReactantNicotinoyl chlorideHCID 82604—
ReactantHCID 67157979HCID 67157979—
SolventMethanolHCID 887—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 67158600HCID 6715860053%

Reaction Steps

310 mg (0.65 mmol) of 4-(5-{4-[5-(2-isobutylaminoethyl)-2-methyl-thiazol-4-yl]phenoxy}pentyloxy)-benzonitrile compound (14b) obtained in Preparative Example 6-1 was added to 20 ml of dimethylformamide, and the mixture was cooled to 0°. To the mixture, 139 mg (0.78 mmol) of nicotinoyl chloride and 65 mg (1.62 mmol) of sodium hydride were added, and the mixture was stirred at room temperature 8 hrs. The reaction solution was diluted with ethyl acetate, and washed with purified water. The organic layer was dried over anhydrous magnesium sulfate, the solvent was removed therefrom, and the residue was purified by column chromatography using ethyl acetate:n-hexane:methanol=7:5:1 as an eluent to obtain 200 mg (yield: 53%) of a title compound (29).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943646B2
Source datasetuspto-grants-2011_05
ORD IDord-5de062a04cd042b39085dfdafde63c63
Source noteuspto-grants-2011_05