Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2370725Generated: October 30, 2026

Sodium hydride → HCID 178454056, compound

https://huagongshe.com/reaction/2370725

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant7-Chloro-6-fluoroisoquinolineHCID 53418922—
ReactantHCID 178418329HCID 178418329—
SolventDimethylacetamideHCID 31374—
ProductHCID 178454056HCID 178454056—

Reaction Steps

450 mg (0.21 mmol) trans-(4-Hydroxy-cyclohexyl)-carbamic acid tert-butyl ester were dissolved in 25 ml N,N-dimethyl acetamide. Under an argon atmosphere, 101 mg (4.2 mmol) sodium hydride were added and the mixture was stirred at room temperature. After 30 minutes, 250 mg (0.14 mmol) 7-chloro-6-fluoro-isoquinoline (6) were added and the solution was heated to 80° C. After 4 h, the solvent was removed under reduced pressure. The residue was taken up in H2O and extracted three times with ethyl acetate. The combined organic layers were dried over MgSO4 and evaporated. The crude product was purified by preparative HPLC, which delivered 18 mg of the title compound. Rt=1.38 min (Method #1). Detected mass: 377.2/379.3 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710228B2
Source datasetuspto-grants-2014_04
ORD IDord-f8a551ea041449c0985e074facdb9c0d
Source noteuspto-grants-2014_04