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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2282467Generated: October 28, 2026

Sodium hydride → HCID 86687049, compound

https://huagongshe.com/reaction/2282467

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant(1S,4S)-4-amino-1,2,3,4-tetrahydronaphthalen-1-olHCID 86686682—
ReactantHCID 86686951HCID 86686951—
SolventDimethylformamideHCID 6228—
ProductHCID 86687049HCID 86687049—

Reaction Conditions

Temperature60 °C

Reaction Steps

Intermediate B (74.0 mg, 454 μmol) was added to a mixture of NaH (60% in mineral oil, 27.2 mg, 681 μmol) in DMF (2.5 mL) at RT and stirred for 15 min. Intermediate 3b (100 mg, 454 μmol) was then added and the resulting mixture heated to 60° C. for 1 h. After cooling, the reaction was quenched with sat. aq. NH4Cl solution. The mixture was diluted with water and extracted with EtOAc. The combined organic extracts were concentrated in vacuo. The resulting residue was purified by FCC, using 0 to 10% [2M NH3 in MeOH] in DCM, to afford the title compound as an orange residue (122 mg, 74%). LCMS (Method 3): Rt 2.13 min, m/z 364 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139584B2
Source datasetuspto-grants-2015_09
ORD IDord-c48cefd4bacd4505826961577a7dfb54
Source noteuspto-grants-2015_09