Triethylamine → HCID 86643703, compound

Participants

Reaction Steps

(S)-2-[3-(9-Methylthio-6-oxo-2,3,3a,4-tetrahydro-1H,6H-5,8,10,10b-tetraazabenzo[e]azulen-5-yl)phenyl]-1,3-oxazole-4-carboxylic acid (105 mg, 0.240 mmol) obtained in Step 1 was dissolved in dichloromethane (5 mL), and the mixture was stirred at room temperature for 5 hours after adding ethylamine hydrochloride (39.0 mg, 0.480 mmol), triethylamine (0.067 mL, 0.480 mmol), 1-ethyl-3-(3dimethylaminopropyl)carbodiimide hydrochloride (92.0 mg, 0.480 mmol), and 1-hydroxybenzotriazole.monohydrate (37.0 mg, 0.240 mmol). The mixture was diluted with chloroform and washed with a saturated aqueous sodium bicarbonate solution. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was then purified by silica gel column chromatography to give (S)—N-ethyl 2-[3-(9-methylthio-6-oxo-2,3,3a,4-tetrahydro-1H,6H-5,8,10,10b-tetraazabenzo[e]azulen-5-yl)phenyl]-1,3-oxazole-4-carboxamide (110 mg, quantitative).

Provenance & Evidence