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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 17615Generated: October 29, 2026

Triethylamine → HCID 68587517, compound

https://huagongshe.com/reaction/17615

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(3S)-(-)-3-(Dimethylamino)pyrrolidineHCID 7019156—
Reactant6-Dimethylamino-2-cyclopropyl-7-fluoro-5-methyl-1,3-benzoxazole-4-carbonitrileHCID 68583999—
SolventDimethyl SulfideHCID 1068—
ProductHCID 68587517HCID 6858751764%

Reaction Conditions

Temperature100 °C

Reaction Steps

6-Dimethylamino-2-Cyclopropyl-7-fluoro-5-methyl-1,3-benzoxazole-4-carbonitrile (I-321) (34 mg, 0.10 mmol) was dissolved in dimethyl sulfide (4 ml), then triethylamine (29 μl, 0.20 mmol) and (3S)-3-(dimethylamino)pyrrolidine (27 μl, 0.21 mmol) were added, followed by stirring under nitrogen atmosphere at 100° C. for 24 hours. After cooled, this was concentrated under reduced pressure, diluted with chloroform, and washed with saturated brine. The organic layer was dried over anhydrous magnesium sulfate, then the solvent was evaporated away under reduced pressure. The resulting residue was purified by preparative TLC (eluent, chloroform:methanol=10:1, v/v) to obtain the entitled compound (20 mg, 64%) as a white crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737166B2
Source datasetuspto-grants-2010_06
ORD IDord-35ec36a70f0a4dd59673a3969f3763e7
Source noteuspto-grants-2010_06