Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2285015Generated: October 30, 2026

Sodium hydride → HCID 86687046, compound

https://huagongshe.com/reaction/2285015

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant(1R,4S)-4-Amino-1,2,3,4-tetrahydronaphthalen-1-olHCID 86686674—
ReactantHCID 86687045HCID 86687045—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 86687046HCID 8668704646%

Reaction Steps

To a solution of Intermediate A (223 mg, 1.37 mmol) in DMF (3 mL) was added NaH (60% dispersion in oil, 168 mg, 4.20 mmol) and the mixture stirred at RT for 15 min. A solution of Intermediate 54b (555 mg, 1.37 mmol) in DMF (3 mL) was added and the mixture stirred at 60° C. for 1.75 h. The cooled mixture was diluted with water and extracted with DCM (5×20 mL). The combined organics were dried and concentrated in vacuo. The residue was purified by FCC, using 0-14% [2M NH3 in MeOH] in DCM, to give the title compound as a brown gum (344 mg, 46%). LCMS (Method 3): Rt 3.29 min, m/z 550 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145413B2
Source datasetuspto-grants-2015_09
ORD IDord-f80f9fb8f1254438bbe79a337a613490
Source noteuspto-grants-2015_09