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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892566Generated: November 2, 2026

Triethylamine → 2-(4-fluorophenyl)-5-(4-methoxy-3-((3-(pyrimidin-2-yl)oxetan-3-yl)carbamoyl)phenyl)-N-methyl-6-nitrobenzofuran-3-carboxamide

https://huagongshe.com/reaction/1892566

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant3-(Pyrimidin-2-yl)oxetan-3-amine hydrochlorideHCID 67957812—
Reactant5-(2-(4-Fluorophenyl)-3-(methylcarbamoyl)-6-nitrobenzofuran-5-yl)-2-methoxybenzoic acidHCID 67958276—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-(4-fluorophenyl)-5-(4-methoxy-3-((3-(pyrimidin-2-yl)oxetan-3-yl)carbamoyl)phenyl)-N-methyl-6-nitrobenzofuran-3-carboxamideHCID 67957750—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of 5-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-nitrobenzofuran-5-yl)-2-methoxy-benzoic acid (150 mg, 0.323 mmol) and 3-(pyrimidin-2-yl)oxetan-3-amine hydrochloride (77 mg, 0.42 mmol) in DMF at room temperature under a nitrogen atmosphere (7.5 mL) was added triethylamine (0.225 mL, 1.615 mmol). The mixture was cooled to 0° C. and then added with BOP (214 mg, 0.484 mmol) at the same temperature. The reaction mixture was warmed to rt and stirred at rt overnight. The reaction mixture was then diluted with water and stirred for 5 min. The solid obtained was filtered and dried under suction. Yield: 0.180 g (93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507683B2
Source datasetuspto-grants-2013_08
ORD IDord-f95187b6daf04030b2b0b715a68473e2
Source noteuspto-grants-2013_08