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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2383315Generated: November 1, 2026

1,1-dimethylethyl 6-cyano-1-[(2E)-4-(ethyloxy)-4-oxo-2-buten-1-yl]-5-methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylate → 1,1-Dimethylethyl 6-cyano-1-[4-(ethyloxy)-4-oxobutyl]-5-methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylate

https://huagongshe.com/reaction/2383315

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-dimethylethyl 6-cyano-1-[(2E)-4-(ethyloxy)-4-oxo-2-buten-1-yl]-5-methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylateHCID 59591089—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product1,1-Dimethylethyl 6-cyano-1-[4-(ethyloxy)-4-oxobutyl]-5-methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylateHCID 5959109499.4%

Reaction Steps

To a solution of 1,1-dimethylethyl 6-cyano-1-[(2E)-4-(ethyloxy)-4-oxo-2-buten-1-yl]-5-methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylate (Preparation 25; 530 mg, 1.38 mmol) in ethanol (20 ml) under nitrogen was added palladium on carbon (106 mg, 0.100 mmol). The resulting mixture was stirred under an atmosphere of hydrogen (1 bar) for 105 min. The catalyst was filtered off through Celite® and the filtrate concentrated in vacuo to give the title compound (530 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263620B2
Source datasetuspto-grants-2012_09
ORD IDord-55c1ec0fc6b64459a153d677111b267e
Source noteuspto-grants-2012_09