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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1400036Generated: November 3, 2026

Cyanogen Bromide → HCID 49853813, compound

https://huagongshe.com/reaction/1400036

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanogen BromideHCID 10476—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 67515007HCID 67515007—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 49853813HCID 4985381326%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of hydrochloride salt of N-{3-[4-(3-aza-bicyclo[3.1.0]hex-1-yl)-phenyl]-2-oxo-oxazolidin-5(S)-yl-methyl}-acetamide (Intermediate IV) (0.2 g, 0.57 mmol) in DMF (5 mL) were added DIPEA (0.3 mL, 1.7 mmol) and cyanogen bromide (0.18 g, 1.1 mmol) at r.t. The reaction mixture was stirred at 100° C. and progress of the reaction was monitored by TLC. On completion, the reaction mixture was diluted with water (10 mL) and extracted with ethyl acetate (2×20 mL). The organic layer was washed with brine (10 mL), dried over anhydrous sodium sulphate and concentrated in vacuo. The crude was purified by column chromatography (silica gel, 0.2:9.8 MeOH:CHCl3) to provide the title compound (0.05 g, 26%) as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906913B2
Source datasetuspto-grants-2014_12
ORD IDord-ca2cc7e977a54b739e1f4299374eaf0c
Source noteuspto-grants-2014_12