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ChemicalBook CAS DataBase List 2-Amino-1-cyclopentene-1-carbonitrile

2-Amino-1-cyclopentene-1-carbonitrile synthesis

3synthesis methods
-

Yield:2941-23-3 85%

Reaction Conditions:

with potassium tert-butylate in toluene at 65 - 80; for 8 h;Inert atmosphere;

Steps:

1 Step 1: 2-Aminocyclopent-1-ene-1-carbonitrile
Into a 500-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a mixture of adiponitrile (10.8 g, 100 mmol) in toluene (250 mL). The reaction mixture was heated to 65°C, and t-BuOK (112 g, 100 mmol) was added into the solution at 65°C in portions. The resulting solution was stirred for at 80°C for 8 h. The reaction mixture was then cooled to RT and quenched by the addition of 200 mL of water/ice. The solids were collected by filtration. The filter cake was washed with water (100mL) and hexane (200 mL), after which it was dried under an infra-red lamp. This resulted in 9.18 g (85.0%) of the title compound as an off-white solid. MS- ESI: 109 (M+1).

References:

NOVARTIS INFLAMMASOME RESEARCH, INC.;KATZ, Jason;ROUSH, William;SEIDEL, Hans, Martin;SHEN, Dong-Ming;VENKATRAMAN, Shankar WO2020/154499, 2020, A1 Location in patent:Page/Page column 532-533

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