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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222765Generated: October 25, 2026

1,1-Dimethylethyl 7-[(2-fluoro-4-nitrophenyl)oxy]-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate → 1,1-Dimethylethyl 7-[(4-amino-2-fluorophenyl)oxy]-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate

https://huagongshe.com/reaction/222765

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-Dimethylethyl 7-[(2-fluoro-4-nitrophenyl)oxy]-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylateHCID 58984582—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product1,1-Dimethylethyl 7-[(4-amino-2-fluorophenyl)oxy]-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylateHCID 58984568—

Reaction Steps

To a solution of 1,1-dimethylethyl 7-[(2-fluoro-4-nitrophenyl)oxy]-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate (E274, Step 1) (1.37 g, 3.40 mmol) in ethanol (25 ml) was added palladium on charcoal (10 wt % palladium) (300 mg) and the reaction was stirred at room temperature under hydrogen (1 atmosphere) for 3 hours. The reaction mixture was filtered through celite and concentrated in vacuo to afford the title compound. MS (ES+) m/e 273 [M-M-COOtBu]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207331B2
Source datasetuspto-grants-2012_06
ORD IDord-8cd252d79c1c44aa9aeb558c728c24f0
Source noteuspto-grants-2012_06