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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200037Generated: November 1, 2026

Sodium hydride → HCID 86687046, compound

https://huagongshe.com/reaction/2200037

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 1 (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 14d (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 numberUS09359354B2
Source datasetuspto-grants-2016_06
ORD IDord-4f916f9965384d8891763bd302b61abc
Source noteuspto-grants-2016_06