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