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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2282508Generated: October 30, 2026

Sodium hydride → HCID 86687079, compound

https://huagongshe.com/reaction/2282508

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant(1R,4S)-4-Amino-1,2,3,4-tetrahydronaphthalen-1-olHCID 86686674—
ReactantHCID 86687078HCID 86687078—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 86687079HCID 8668707978%

Reaction Steps

To a solution of Intermediate A (125 mg, 0.766 mmol) in DMF (3 mL) was added NaH (60% dispersion in oil, 62 mg, 1.54 mmol) and the mixture stirred at RT for 0.5 h. A solution of Intermediate 68a (180 mg, 0.766 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 (5×25 mL). The combined organics were dried and concentrated in vacuo. The residue was purified by FCC, using 0-20% [2M NH3 in MeOH] in DCM, to give the title compound as a pale brown gum (225 mg, 78%). LCMS (Method 3): Rt 0.44 min, m/z 379 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139584B2
Source datasetuspto-grants-2015_09
ORD IDord-f06b01ecf17049f5923035efd6ff8b65
Source noteuspto-grants-2015_09