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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2170222Generated: October 30, 2026

HCID 136596916, compound → HCID 136387542, compound

https://huagongshe.com/reaction/2170222

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 136596916HCID 136596916—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
ProductHCID 136387542HCID 13638754273,302.5%

Reaction Steps

A mixture of Example 78b (80 mg, 0.20 mmol) and 10% palladium on carbon (42.7 mg, 0.040 mmol) in ethyl acetate (20 mL) was treated with a balloon of hydrogen gas. The reaction mixture was stirred at ambient temperature for 16 hours. The solid was removed by filtration, and the filtrate was concentrated. The residue was purified by flash chromatography (silica gel, 2-6% methanol in dichloromethane) to afford the title compound (54 g, 73%). 1 H NMR (300 MHz, DMSO-d6) δ 12.35 (s, 1 H) 11.34 (s, 1 H) 8.00 (s, 1 H) 7.20-7.37 (m, 1 H) 6.85-6.97 (m, 1 H) 6.71-6.83 (m, 3 H) 6.59 (dd, J=8.73, 2.78 Hz, 1 H) 5.18 (s, 2 H) 2.56 (s, 3 H). MS (ESI+) m/z 369 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09050346B2
Source datasetuspto-grants-2015_06
ORD IDord-17324ac97df946139f89b46177ca6321
Source noteuspto-grants-2015_06