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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1402111Generated: October 30, 2026

Sodium hydride → HCID 86686977, compound

https://huagongshe.com/reaction/1402111

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant(1R,4S)-4-Amino-1,2,3,4-tetrahydronaphthalen-1-olHCID 86686674—
ReactantHCID 86686976HCID 86686976—
SolventDimethylformamideHCID 6228—
ProductHCID 86686977HCID 8668697772%

Reaction Conditions

Temperature60 °C

Reaction Steps

Intermediate A (150 mg, 0.92 mmol) was added to a suspension of sodium hydride (60% in mineral oil, 147 mg, 3.66 mmol) in DMF (3.0 mL). The reaction was stirred for 20 min, then Intermediate 17a (280 mg) in DMF (3.0 mL) was added and the reaction heated to 60° C. for 90 min. The mixture was cooled and quenched by dropwise addition of MeOH. The solution was diluted with MeOH and loaded onto an SCX-2 cartridge, which was washed sequentially with MeOH and 2M NH3 in MeOH. The basic fractions were evaporated in vacuo then purified by FCC, using 0-10% [2M NH3 in MeOH] in DCM, to give the title compound (234 mg, 0.66 mmol, 72%). LCMS (Method 4): Rt 1.60 min, m/z 354 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08907094B2
Source datasetuspto-grants-2014_12
ORD IDord-38803b7bdaee4402ba6ca884a02cf80a
Source noteuspto-grants-2014_12