Extended knowledge of 1914-02-9

Adding a certain compound to certain chemical reactions, such as: 1914-02-9, name is 3,3-Dimethylindoline, belongs to indolines-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1914-02-9, Application In Synthesis of 3,3-Dimethylindoline

Adding a certain compound to certain chemical reactions, such as: 1914-02-9, name is 3,3-Dimethylindoline, belongs to indolines-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1914-02-9, Application In Synthesis of 3,3-Dimethylindoline

3,3-DimethyM -(1 -methyl-4-piperidinyl)-2,3-dihydro-1 H-indole (D5) To a solution of 3,3-dimethyl-2,3-dihydro-1 /-/-indole (500 mg, 3.4 mmol) in acetic acid (5 ml) under an argon atmosphere was added 1-methyl-4-piperidinone (423 mg, 3.74 mmol) and after 5 minutes NaBH(OAc)3 (1.08 g, 5.1 mmol) was added in one portion. After 0.5 hours the mixture was diluted with water, basified with NaOH (pellets) until pH ca. 10 and extracted with Et2O. The organic phase was separated and dried over MgSO4. The solution was filtered and concentrated to afford 3,3-dimethyl-1-(1-methyl-4-piperidinyl)- 2,3-dihydro-1 H-indole (D5) in 94% yield (780 mg).1H-NMR (CDCI3): delta 1.27 (6H, s), 1.74 (4H, m), 2.04 (2H, dt), 2.30 (3H, s), 2.95 (2H1 d), 3.13 (2H, s), 3.35 (1 H, m), 6.40 (1 H, d, J=7.6 Hz), 6.63 (1 H, t, J=7.6 Hz), 6.98 (1 H, d, J=7.6 Hz), 7.04 (1H, t, J=7.6 Hz). MS: m/z (M+H)+ 245, C16H24N2 requires 244

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Reference:
Patent; GLAXO GROUP LIMITED; WO2006/38006; (2006); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem