Application of 13861-75-1, A common heterocyclic compound, 13861-75-1, name is Spiro[cyclopropane-1,3′-indolin]-2′-one, molecular formula is C10H9NO, its 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.
Step 2: Spiro [cycJ.opropane-1, 3 ?-indoline]To mixture of spiro[cyclopropane-l, 3?-indoiine]-2?-one(35.0 g, 219.87 mmol) in THF? (750 mL) was slowly added lithiumaluminium hydride (2M solution in THF) (219.9 mL, 439.7 mrnol) at 0C. The resulting mixture was allowed to be warmed to room temperature and then heated to reflux for 18 hour under argon atmosphere. Upon completion as monitored by TLC, the reactionmixture was cooled to room temperature, quenched with ice, basified with aqueous ammonia, and extracted with ethyl acetate (2 x 750 mL) . The combined organic layers were washed. successively with water (100 rn) and brine (100 mL), dried over sodium sulfate and concentrated under vacuum to obtain acrude oily product (32 g, 100%) . The product was subjected tonext reaction without further purification.MS(ESI)m/z: 146.1[M+1] ; ?HNMR (400 MHz, DMSO-d6) : 5 0.88 (s, 4H)3.43 (S. 21-{), 5.54 (s, 1H), 6.44-6.55 (m, 3H), 6.85 (t, J =7.6 Hz, 1M).
The synthetic route of 13861-75-1 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; DESHPANDE, Anil M.; BARAWKAR, Dinesh; PATIL, Santosh; BANKAR, Digambar; (178 pag.)WO2016/88903; (2016); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem