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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 449000Generated: October 29, 2026

N-Iodosuccinimide → HCID 178523380, compound

https://huagongshe.com/reaction/449000

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-IodosuccinimideHCID 120273—
ReactantHCID 178523379HCID 178523379—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 178523380HCID 17852338086.6%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a solution of benzyl{[trans-4-(8-chloroimidazo[1,5-a]pyrazin-3-yl)cyclohexyl]methyl}carbamate (1.49 g, 0.00374 mol) in DMF (0.6 mL) was added NIS (1.0 g, 0.0045 mol). The reaction mixture was stirred at 55° C. overnight then diluted with EtOAc (20 mL), washed with water (2×40 mL) and brine (20 mL), then dried over Na2SO4 and concentrated in vacuo. The crude mixture thus isolated was chromatographed over silica gel eluting with hexane→hexane:EtOAc 1:1 to afford 1.7 g of the title compound. MS (ES+): m/z 525.01 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481733B2
Source datasetuspto-grants-2013_07
ORD IDord-b06fad7772f44560b39ce2e5db1b3c37
Source noteuspto-grants-2013_07