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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1524355Generated: November 4, 2026

HCID 86708057, compound → HCID 68044413, compound

https://huagongshe.com/reaction/1524355

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 86708057HCID 86708057—
CatalystPalladium hydroxideHCID 9942167—
SolventEthanol ethylacetateHCID 21584252—
ProductHCID 68044413HCID 6804441370.3%

Reaction Steps

A solution of the material from Step 14 (45 mg, 0.065 mmol) in (1:1) in ethyl acetate-ethanol (1 mL) was degassed with nitrogen, then 20% palladium hydroxide on carbon (4.6 mg, 0.007 mmol) was added. The reaction mixture was stirred under hydrogen (1 atm) for 3 hours. The reaction mixture was filtered through celite and washed with dichloromethane to afford 30 mg of the title compound. 1H NMR (DMSO-d6): δ 8.17 (d, J=6.98 Hz, 1H), 7.46-7.38 (m, 3H), 7.35-7.22 (m, 6H), 7.23-7.10 (m, 4H), 6.60 (dd, J=8.50, 3.17 Hz, 2H), 5.94 (s, 2H), 5.03-4.94 (m, 1H), 4.71-4.64 (m, 1H), 4.26 (d, J=11.45 Hz, 1H), 3.94-3.66 (m, 1H), 3.55-3.39 (m, 1H), 3.42 (s, 3H), 3.29-3.22 (m, 2H), 3.13-2.77 (m, 4H), 1.67-1.01 (m, 7H), 0.84 (dd, J=6.31, 3.38 Hz, 6H). The mixture of diastereomers was separated by SFC (AD-H, 4.6×250 mm, 30% i-PrOH in CO2, 2.4 mL/min, 100 bar, 40° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09079834B2
Source datasetuspto-grants-2015_07
ORD IDord-04fc4c8131de46c8840ec55583c48b2d
Source noteuspto-grants-2015_07