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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1827792Generated: October 30, 2026

Ammonium formate → (S)-N-[5-(4-Methylpiperazin-1-yl)-3,4-dihydro-2H-1-benzopyran-3-yl]-4-(piperazin-1-yl)benzamide

https://huagongshe.com/reaction/1827792

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant(S)-N-[5-(4-Methylpiperazin-1-yl)-3,4-dihydro-2H-1-benzopyran-3-yl]-4-(4-benzylpiperazin-1-yl)benzamideHCID 10875076—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(S)-N-[5-(4-Methylpiperazin-1-yl)-3,4-dihydro-2H-1-benzopyran-3-yl]-4-(piperazin-1-yl)benzamideHCID 2289653693.3%

Reaction Conditions

Temperature50 °C

Reaction Steps

(S)-N-[5-(4-Methylpiperazin-1-yl)-3,4 dihydro-2H-1-benzopyran-3-yl]4-(4-benzylpiperazin-1-yl)benzamide (1.7 g, 3.2 mmol) was dissolved in methanol (100 mL). Palladium (10%) on activated carbon (510 mg) and ammonium formate (1.6 g, 26 mmol) were added and the reaction mixture was stirred at 50° C. for 19 h. The catalyst was filtered off and the solvent was evaporated in vacuo to give 1.3 g (92% yield) of the title compound as a pale yellow solid: mp>102° C. sinters; EIMS (70 eV) m/z (relative intensity) 435 (8, M+); [α]22D−102° (c 0.15, chloroform).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07056921B2
Source datasetuspto-grants-2006_06
ORD IDord-46c24b7e04fb42569113cec689936463
Source noteuspto-grants-2006_06