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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2284919Generated: November 1, 2026

Sodium hydride → HCID 86686949, compound

https://huagongshe.com/reaction/2284919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant(1R,4S)-4-Amino-1,2,3,4-tetrahydronaphthalen-1-olHCID 86686674—
ReactantHCID 86686948HCID 86686948—
SolventDimethylformamideHCID 6228—
ProductHCID 86686949HCID 8668694943%

Reaction Conditions

Temperature60 °C

Reaction Steps

Intermediate A (180 mg, 1.11 mmol) was added to a suspension of sodium hydride (60% in mineral oil, 133 mg, 3.33 mmol) in DMF (5 mL). The reaction was stirred for 20 min, then Intermediate 2b (310 mg, 1.11 mmol) was added in DMF (5 mL) and the resulting mixture heated to 60° C. for 3 h. After cooling, the reaction was quenched by dropwise addition of MeOH. The solution was loaded onto an SCX-2 cartridge, which was washed with MeOH and product eluted with 2M NH3 in MeOH. The residue was purified by FCC, using 2-20% [2M NH3 in MeOH] in DCM, to give the title compound (200 mg, 0.47 mmol, 43%). LCMS (Method 4): Rt 0.28 min, m/z 407 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145413B2
Source datasetuspto-grants-2015_09
ORD IDord-ea4a709732e147598afae4ccfa5a664b
Source noteuspto-grants-2015_09