Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 630796Generated: October 30, 2026

Sodium hydride → HCID 86687076, compound

https://huagongshe.com/reaction/630796

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant(1R,4S)-4-Amino-1,2,3,4-tetrahydronaphthalen-1-olHCID 86686674—
ReactantHCID 86687077HCID 86687077—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 86687076HCID 8668707655.2%

Reaction Steps

To a solution of Intermediate A (137 mg, 0.84 mmol) in DMF (3 mL) was added NaH (60% dispersion in oil, 68 mg, 1.7 mmol) and the mixture stirred at RT for 25 min. A solution of Intermediate 67a (197 mg, 0.84 mmol) in DMF (3 mL) was added and the mixture stirred at 60° C. for 1.25 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 dark brown gum (175 mg, 55%). LCMS (Method 3): Rt 2.22 min, m/z 378 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315503B2
Source datasetuspto-grants-2016_04
ORD IDord-fa272395faa84bf2af8a5cab267d8132
Source noteuspto-grants-2016_04