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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2276855Generated: November 1, 2026

Dimethylformamide → HCID 67296164, compound

https://huagongshe.com/reaction/2276855

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantChloroacetonitrileHCID 7856—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 59617435HCID 59617435—
SolventWaterHCID 962—
ProductHCID 67296164HCID 6729616468.7%

Reaction Steps

Under a nitrogen stream, N,N-dimethylformamide (3 mL) and chloroacetonitrile (0.11 mL, 1.8 mmol) were added to 4-[(1R,3S)-3-{[(1R)-1-(naphthalen-1-yl)ethyl]amino}cyclopentyl]phenol (500 mg, 1.5 mmol) obtained in Example 10 (Step 3) and potassium carbonate (250 mg, 1.8 mmol), and the mixture was stirred for 5 days at room temperature. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The extracted solution was dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue obtained was purified by column chromatography (NH silica; ethyl acetate/hexane:20/80-50/50) to give the title compound (382 mg, 68%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133140B2
Source datasetuspto-grants-2015_09
ORD IDord-f25738b0158e45a28da3f7dfab8491d5
Source noteuspto-grants-2015_09