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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200063Generated: October 31, 2026

Sodium hydride → HCID 117729265, compound

https://huagongshe.com/reaction/2200063

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant(1R,4S)-4-Amino-1,2,3,4-tetrahydronaphthalen-1-olHCID 86686674—
ReactantHCID 117728921HCID 117728921—
SolventDimethylformamideHCID 6228—
ProductHCID 117729265HCID 11772926596.3%

Reaction Steps

A suspension of sodium hydride (60% dispersion in oil, 548 mg, 14.6 mmol) in dry DMF (10.0 mL) under nitrogen was treated with Intermediate 1 (800 mg, 4.9 mmol) and the mixture was stirred for 20 min. Intermediate 38c (1.28 g, 4.6 mmol) was added and the mixture was stirred at RT for 4 hours then quenched with MeOH. The mixture was further diluted with MeOH and applied to a pre-conditioned (MeOH) SCX-2 cartridge (25 g). The cartridge was eluted with MeOH then 2M NH3 in MeOH. The relevant product containing fractions were combined and concentrated in vacuo to give the title compound as a dark brown oil (1.8 g, 86%). LCMS (Method 3): Rt 0.6, m/z 407 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359354B2
Source datasetuspto-grants-2016_06
ORD IDord-cf44b35770ba4130ab80948b2cbcc079
Source noteuspto-grants-2016_06