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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1510290Generated: November 4, 2026

Diisopropylethylamine → HCID 46832326, compound

https://huagongshe.com/reaction/1510290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Fluoronicotinic AcidHCID 242819—
ReactantHCID 59371246HCID 59371246—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 46832326HCID 4683232650.8%

Reaction Conditions

Temperature175 °C

Reaction Steps

A mixture of 5-methyl-2-phenyl-oxazole-4-carboxylic acid (4-piperidin-4-yl-phenyl)-amide (181 mg, 0.5 mmol) and 6-fluoronicotinic acid (113 mg, 0.8 mmol) in dioxane (2 mL) containing diisopropylethylamine (0.5 mL, 2.7 mmol) was heated in a microwave at 175° C. for 30 minutes. The mixture was evaporated and extracted with ethyl acetate and aqueous citric acid solution. The organic layer was dried over sodium sulfate and solvents were evaporated. The residue was triturated with ethyl acetate and filtered to give a pale pink solid as 4-{4-[(5-methyl-2-phenyl-oxazole-4-carbonyl)-amino]-phenyl}-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-5′-carboxylic acid (122.5 mg). LC-MS for C28H26N4O4 (m/e) calcd 482, obsd 483 (M+H). 1H-NMR is consistent with the desired structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08211914B2
Source datasetuspto-grants-2012_07
ORD IDord-5c24847f85054594abbb4f551ba747a3
Source noteuspto-grants-2012_07