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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 600854Generated: November 2, 2026

Ethyl Acetate → HCID 57667019, compound

https://huagongshe.com/reaction/600854

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCyanogen BromideHCID 10476—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 67271061HCID 67271061—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57667019HCID 5766701946.3%

Reaction Steps

To a stirred mixture of (S)-2-amino-3-[ethyl-(6-trifluoromethyl-pyridin-3-yl)-amino]-propan-1-ol (0.04 g, 0.15 mmol) and K2CO3 (0.025 g, 0.18 mmol) in THF (2 ml) under an argon atmosphere was added a solution of cyanogen bromide (0.025 g, 0.18 mmol) in THF (1 ml). The mixture was stirred for 1 hour, then ethylacetate and water were added. The aqueous phase was back extracted with EtOAc. The combined organics were washed with brine, dried over MgSO4, filtered and concentrated. The crude product was purified by column chromatography (SiO2, EtOAc/MeOH=9:1) to give the title compound as white solid (0.02 g, 46%), MS (ISP): 289.0 ([M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902238B2
Source datasetuspto-grants-2011_03
ORD IDord-1bce10b6708649f791df1f5ac87fba62
Source noteuspto-grants-2011_03