Category: 13861-75-1

Reference of 13861-75-1, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 13861-75-1, name is Spiro[cyclopropane-1,3′-indolin]-2′-one, This compound has unique chemical properties. The synthetic route is as follows.

A dried flask under nitrogen was charged with sodium hydride (120 mg, 3.0 mmol) and DMF (1 mL). This rapidly stirred suspension was cooled to 0C using an ice/water bath and spiro[cyclopropane-l,3′-indolin]-2′-one (160 mg, 1.0 mmol, Preparatory Example 4) was added dropwise as a solution in DMF (2 mL). The ice/water bath was removed for 1 minutes before the mixture was recooled to 0C and 2-(chloromethyl)-l- isopentyl-lH-benzo[JJimidazole hydrochloride (236 mg, 1.0 mmol) was added dropwise as a solution in DMF (2.1 mL). The mixture was allowed to warm to rt and stirred there for 16 hours.The mixture was cooled to 0C and ice was added carefully. Partition between EtOAc and water was followed by separation, drying and concentration in vacuo. Preparative HPLC gave isolation of the desired compound, (1 10 mg, 0.31 mmol, 31%). ? NMR (400 MHz): ? 0.96 (d, 6H), 1.45 ( m, 2H), 1.60 (m, 2H), 1.69 (m, IH), 1.82(m, 2H), 4.26 (m, 2H), 5.35 (s, 2H), 6.83 (d, IH), 7.02 (dd, IH), 7.19 (dd, IH), 7.29 (m, 3H), 7.47 (d, IH), 7.81 (m, IH). LC/MS 360 (MH+).

The chemical industry reduces the impact on the environment during synthesis Spiro[cyclopropane-1,3′-indolin]-2′-one. I believe this compound will play a more active role in future production and life.

Reference:
Patent; RE:VIRAL LTD; COCKERILL, Stuart; PILKINGTON, Christopher; LUMLEY, James; ANGELL, Richard; MATHEWS, Neil; WO2013/68769; (2013); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 13861-75-1, The chemical industry reduces the impact on the environment during synthesis 13861-75-1, name is Spiro[cyclopropane-1,3′-indolin]-2′-one, I believe this compound will play a more active role in future production and life.

EXAMPLE 6 2′-oxo-N-[(hexahydro-1H-pyrrolizin-7a(5H)-yl)-methyl]spiro[cyclopropane-1,3′-[3’H]indole]1′(2’H)carboxamide, monohydrochloride STR14 To sodium hydride (200 mg, 5.2 mmol, washed 2* with hexane) suspended in THF (5 ml) was added spiro[cyclopropane-1,3′-[3’H]indole]-2′(1’H)-one (207 mg, 1.3 mmol) and the reaction was stirred for 15 minutes. The resulting suspension was added to a solution of 20% phosgene in toluene (5.14 ml, 10.4 mmol) in THF (5 mL) and the reaction was then stirred for 2 hours. The reaction mixture was then filtered through celite and concentrated in vacuo to give a beige solid. To the solid dissolved in THF (5 ml) was added a suspension of 7a-aminomethyl-hexahydro-1H-pyrrolizine (200 mg, 1.4 mmol) [J. Het. Chem. 1987, Vol. 24, 47], triethylamine (197 mul, 1.3 mmol) in THF (2 ml) and stirred 18 hours. Concentration in vacuo gave a solid which was dissolved in chloroform, washed with saturated K 2 CO3 solution, dried over K2 CO3, filtered and concentrated in vacuo to give the crude desired compound as a solid. Purification on silica gel eluding with 10% CH3 OH(NH3)/CHCl3 gave the title compound (160 mg, 39%). The free base (147 mg, 0.450 mmol) was converted to the hydrochloride salt by treatment with methanolic HCl to give 149 mg (91%) as a solid.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Spiro[cyclopropane-1,3′-indolin]-2′-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; G. D. Searle & Co.; US5399562; (1995); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem