Ammonia → HCID 68921730, compound

Participants

Reaction Steps

104 μl (0.74 mmol) of triethylamine and then 330 mg (0.74 mmol) of benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate (BOP) are added to 260 mg (0.66 mmol) of [1-methoxy-3-(3-methoxy-4-nitrobenzoyl)-2-methylindolizin-6-yl]carboxylic acid in 5 mL of N,N-dimethylformamide and the medium is stirred for one hour at room temperature. 0.9 mL (2.71 mmol) of a 3N solution of ammonia in tetrahydrofuran is added to the reaction medium and the medium is kept stirred at room temperature overnight. Water and a saturated aqueous sodium bicarbonate solution are added. The medium is extracted several times with ethyl acetate. The organic phase is separated by decantation, dried over sodium sulfate and concentrated under vacuum. The solid residue obtained is taken up in isopropyl ether, filtered, washed with isopropyl ether and then dried. 210 mg of a red solid are obtained.

Provenance & Evidence