Some common heterocyclic compound, 102359-00-2, name is 2-Oxoindoline-5-carboxylic Acid, molecular formula is C9H7NO3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Application In Synthesis of 2-Oxoindoline-5-carboxylic Acid
Example 2Step 1 :Synthesis of 2-oxo-/V-[(1 R)-1 -phenylpropyl]indoline-5-carboxamideA mixture of 2-oxoindoline-5-carboxylic acid (300 mg, 1 .69 mmol), (1 R)-1 – phenylpropan-1 -amine (228 mg, 1 .88 mmol), HATU (740 mg), 0.16 mL DIPEA in dry DMF (7 mL) was stirred overnight, then concentrated under reduced pressure. The resulting residue was diluted with AcOEt and washed with a saturated aq. solution of K2CO3. The organic layer was dried and concentrated in vacuo. Purification by flash chromatography (Kieselgel, CHCl3:MeOH 15:1 ) provided intermediate 2-oxo-/V-[(1 R)-1 -phenylpropyl]indoline-5-carboxamide: (340 mg, 68%):NMR (300 MHz, DMSO-c/6) delta ppm: 10.59 (s,1H), 8.53 (d,1H), 7.78 (s,1H), 7.76 (d,1H), 7.33 (etaeta,4Eta), 7.22 (t,1H), 6.85 (d,1H), 4.85 (etaeta,1Eta), 3.53 (s,2H), 1.79 (etaeta,2Eta), 0.89 (t,3H); tR: 3.09 min; MS (ESI): m/z (M+H)+ 295; (M+HV293.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 102359-00-2, its application will become more common.