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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1677491Generated: October 31, 2026

HCID 59540703, compound → HCID 59540549, compound

https://huagongshe.com/reaction/1677491

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 59540703HCID 59540703—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59540549HCID 59540549130.9%

Reaction Steps

A solution of (4-benzyloxy-1-methyl-cyclohexyl)-[2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-methanone (36 mg, 0.070 mmol) and 10% Pd/C (10 mg), in THF (10 ml) and EtOH (8 ml), was hydrogenated for 5 days under a 60 psi H2 atmosphere. The reaction mixture was vacuum purged with argon (3×), and filtered through a plug of celite using THF and DCM. The filtrate was concentrated giving an opaque oil which was purified by silica gel chromatography using 0-10% MeOH in EtOAc as eluant provided 39 mg (36%) of (4-hydroxy-1-methyl-cyclohexyl)-[2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-methanone as a pale yellow solid. MP 242-244° C. M+H=426.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008298B2
Source datasetuspto-grants-2011_08
ORD IDord-1bf69af1cae44e3e8f010323eac26c09
Source noteuspto-grants-2011_08