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CC(CN)C1=CNC2=CC=CC=C21製品情報
2-(1H-indol-3-yl)propan-1-amine (CAS 4765-22-4) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
想定用途
専門的研究・工業用途限定
データベース ID 6452095
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For professional research and industrial use only. Review the supplier safety data sheet before handling.
合成データ
12 反応 · 12 文献
反応条件: temp:0.00; pressure:0.00; stir:
ソース ID: ord-508076d80ee84e4bb53dab44c6fcee86反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: To a stirred suspension of LAH (3.4 g, 90 mmol) in THF (40 mL, anhyd) chilled to 0° C. was added a solution of 2-(1H-indol-3-yl)propionitrile (2.5 g, 14.7 mmol) in THF (40 mL, anhyd). The reaction mixture was allowed to warm to ambient temperature and then heated at reflux. After 1 hour, the reaction mixture was cooled to 0° C. and quenched cautiously with wet THF (5-10% H2O) until gas evolution had ceased. The resulting mixture was filtered through Celite™ and concentrated to give a brown residue. The filtering agent was rinsed with Et2O (100 mL), which was combined with the residue, dried (Na2SO4), and concentrated under reduced pressure to yield 2-(1H-indol-3-yl)propylamine (2.1 g, 82%) as a pale amber oil; 1H-NMR (CDCl3): δ 8.28 (1H, br s), 7.61 (1H, d), 7.36 (1H, d), 7.16 (1H, app t), 7.08 (1H, app t), 6.96 (1H, br s), 3.41 (2H, br s), 3.19 (1H, q), 2.95 (2H, app d), 1.35 (3H, d). to warm to ambient temperature heated at reflux the reaction mixture was cooled to 0° C. quenched cautiously with wet THF (5-10% H2O) until gas evolution The resulting mixture was filtered through Celite™ concentrated to give a brown residue The filtering agent was rinsed with Et2O (100 mL), which dried (Na2SO4) concentrated under reduced pressure
ソース ID: ord-340fd21115f844ddbfe763bf27d401af反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: To a stirred suspension of LAH (3.4 g, 90 mmol) in THF (40 mL, anhyd) chilled to 0° C. was added a solution of 2-(1H-indol-3-yl)propionitrile (2.5 g, 14.7 mmol) in THF (40 mL, anhyd). The reaction mixture was allowed to warm to ambient temperature and then heated at reflux. After 1 hour, the reaction mixture was cooled to 0° C. and quenched cautiously with wet THF (5-10% H2O) until gas evolution had ceased. The resulting mixture was filtered through Celite™ and concentrated to give a brown residue. The filtering agent was rinsed with Et2O (100 mL), which was combined with the residue, dried (Na2SO4), and concentrated under reduced pressure to yield 2-(1H-indol-3-yl)propylamine (2.1 g, 82%) as a pale amber oil; 1H-NMR (CDCl3): δ 8.28 (1H, br s), 7.61 (1H, d), 7.36 (1H, d), 7.16 (1H, app t), 7.08 (1H, app t), 6.96 (1H, br s), 3.41 (2H, br s), 3.19 (1H, q), 2.95 (2H, app d), 1.35 (3H, d). to warm to ambient temperature heated at reflux the reaction mixture was cooled to 0° C. quenched cautiously with wet THF (5-10% H2O) until gas evolution The resulting mixture was filtered through Celite™ concentrated to give a brown residue The filtering agent was rinsed with Et2O (100 mL), which dried (Na2SO4) concentrated under reduced pressure
ソース ID: ord-eda2477594804d36ab4f4e6811ac781a反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: To a stirred suspension of LAH (3.4 g, 90 mmol) in THF (40 mL, anhyd) chilled to 0° C. was added a solution of 2-(1H-indol-3-yl)propionitrile (2.5 g, 14.7 mmol) in THF (40 mL, anhyd). The reaction mixture was allowed to warm to ambient temperature and then heated at reflux. After 1 hour, the reaction mixture was cooled to 0° C. and quenched cautiously with wet THF (5-10% H2O) until gas evolution had ceased. The resulting mixture was filtered through Celite™ and concentrated to give a brown residue. The filtering agent was rinsed with Et2O (100 mL), which was combined with the residue, dried (Na2SO4), and concentrated under reduced pressure to yield 2-(1H-indol-3-yl)propylamine (2.1 g, 82%) as a pale amber oil; 1H-NMR (CDCl3): δ 8.28 (1H, br s), 7.61 (1H, d), 7.36 (1H, d), 7.16 (1H, app t), 7.08 (1H, app t), 6.96 (1H, br s), 3.41 (2H, br s), 3.19 (1H, q), 2.95 (2H, app d), 1.35 (3H, d). to warm to ambient temperature heated at reflux the reaction mixture was cooled to 0° C. quenched cautiously with wet THF (5-10% H2O) until gas evolution The resulting mixture was filtered through Celite™ concentrated to give a brown residue The filtering agent was rinsed with Et2O (100 mL), which dried (Na2SO4) concentrated under reduced pressure
ソース ID: ord-eda2477594804d36ab4f4e6811ac781a反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: To a stirred suspension of LAH (3.4 g, 90 mmol) in THF (40 mL, anhyd) chilled to 0° C. was added a solution of 2-(1H-indol-3-yl)propionitrile (2.5 g, 14.7 mmol) in THF (40 mL, anhyd). The reaction mixture was allowed to warm to ambient temperature and then heated at reflux. After 1 hour, the reaction mixture was cooled to 0° C. and quenched cautiously with wet THF (5-10% H2O) until gas evolution had ceased. The resulting mixture was filtered through Celite™ and concentrated to give a brown residue. The filtering agent was rinsed with Et2O (100 mL), which was combined with the residue, dried (Na2SO4), and concentrated under reduced pressure to yield 2-(1H-indol-3-yl)propylamine (2.1 g, 82%) as a pale amber oil; 1H-NMR (CDCl3): δ 8.28 (1H, br s), 7.61 (1H, d), 7.36 (1H, d), 7.16 (1H, app t), 7.08 (1H, app t), 6.96 (1H, br s), 3.41 (2H, br s), 3.19 (1H, q), 2.95 (2H, app d), 1.35 (3H, d). to warm to ambient temperature heated at reflux the reaction mixture was cooled to 0° C. quenched cautiously with wet THF (5-10% H2O) until gas evolution The resulting mixture was filtered through Celite™ concentrated to give a brown residue The filtering agent was rinsed with Et2O (100 mL), which dried (Na2SO4) concentrated under reduced pressure
ソース ID: ord-a01ab38fe4e542948c0c9c503bf46590反応条件: temp:0.00; pressure:0.00; stir:
ソース ID: ord-508076d80ee84e4bb53dab44c6fcee86反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: To a stirred suspension of LAH (3.4 g, 90 mmol) in THF (40 mL, anhyd) chilled to 0° C. was added a solution of 2-(1H-indol-3-yl)propionitrile (2.5 g, 14.7 mmol) in THF (40 mL, anhyd). The reaction mixture was allowed to warm to ambient temperature and then heated at reflux. After 1 hour, the reaction mixture was cooled to 0° C. and quenched cautiously with wet THF (5-10% H2O) until gas evolution had ceased. The resulting mixture was filtered through Celite™ and concentrated to give a brown residue. The filtering agent was rinsed with Et2O (100 mL), which was combined with the residue, dried (Na2SO4), and concentrated under reduced pressure to yield 2-(1H-indol-3-yl)propylamine (2.1 g, 82%) as a pale amber oil; 1H-NMR (CDCl3): δ 8.28 (1H, br s), 7.61 (1H, d), 7.36 (1H, d), 7.16 (1H, app t), 7.08 (1H, app t), 6.96 (1H, br s), 3.41 (2H, br s), 3.19 (1H, q), 2.95 (2H, app d), 1.35 (3H, d). to warm to ambient temperature heated at reflux the reaction mixture was cooled to 0° C. quenched cautiously with wet THF (5-10% H2O) until gas evolution The resulting mixture was filtered through Celite™ concentrated to give a brown residue The filtering agent was rinsed with Et2O (100 mL), which dried (Na2SO4) concentrated under reduced pressure
ソース ID: ord-a01ab38fe4e542948c0c9c503bf46590反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: To a stirred suspension of LAH (3.4 g, 90 mmol) in THF (40 mL, anhyd) chilled to 0° C. was added a solution of 2-(1H-indol-3-yl)propionitrile (2.5 g, 14.7 mmol) in THF (40 mL, anhyd). The reaction mixture was allowed to warm to ambient temperature and then heated at reflux. After 1 hour, the reaction mixture was cooled to 0° C. and quenched cautiously with wet THF (5-10% H2O) until gas evolution had ceased. The resulting mixture was filtered through Celite™ and concentrated to give a brown residue. The filtering agent was rinsed with Et2O (100 mL), which was combined with the residue, dried (Na2SO4), and concentrated under reduced pressure to yield 2-(1H-indol-3-yl)propylamine (2.1 g, 82%) as a pale amber oil; 1H-NMR (CDCl3): δ 8.28 (1H, br s), 7.61 (1H, d), 7.36 (1H, d), 7.16 (1H, app t), 7.08 (1H, app t), 6.96 (1H, br s), 3.41 (2H, br s), 3.19 (1H, q), 2.95 (2H, app d), 1.35 (3H, d). to warm to ambient temperature heated at reflux the reaction mixture was cooled to 0° C. quenched cautiously with wet THF (5-10% H2O) until gas evolution The resulting mixture was filtered through Celite™ concentrated to give a brown residue The filtering agent was rinsed with Et2O (100 mL), which dried (Na2SO4) concentrated under reduced pressure
ソース ID: ord-01994cd0dd1b43cdb758e10659bca082反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: In a manner similar to Example 1, the title compound was prepared from 2-(1H-indol-3-yl)propylamine and ethyl pyruvate. MS(ESI): 271 (MH+).
ソース ID: ord-8ec15c70df6b437a83acc74292020e3b反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: To a stirred suspension of LAH (3.4 g, 90 mmol) in THF (40 mL, anhyd) chilled to 0° C. was added a solution of 2-(1H-indol-3-yl)propionitrile (2.5 g, 14.7 mmol) in THF (40 mL, anhyd). The reaction mixture was allowed to warm to ambient temperature and then heated at reflux. After 1 h the reaction mixture was cooled to 0° C. and quenched cautiously with wet THF (5-10% H2O) until gas evolution had ceased. The resulting mixture was filtered through Celite™ and concentrated to give a brown residue. The filtering agent was rinsed with Et2O (100 mL), which was combined with the residue, dried (Na2SO4), and concentrated under reduced pressure to yield the title compound (2.1 g, 82%) as a pale amber oil. 1H-NMR (CDCl3): δ 8.28 (1 H, br s), 7.61 (1H, d), 7.36 (1H, d), 7.16 (1H, app t), 7.08 (1H, app t), 6.96 (1H, br s), 3.41 (2H, br s), 3.19 (1H, q), 2.95 (2H, app d), 1.35 (3H, d). to warm to ambient temperature heated at reflux After 1 h the reaction mixture was cooled to 0° C. quenched cautiously with wet THF (5-10% H2O) until gas evolution The resulting mixture was filtered through Celite™ concentrated to give a brown residue The filtering agent was rinsed with Et2O (100 mL), which dried (Na2SO4) concentrated under reduced pressure
ソース ID: ord-961f608066c7482bb6f340fbf7c47319反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: To a stirred suspension of LAH (3.4 g, 90 mmol) in THF (40 mL, anhyd) chilled to 0° C. was added a solution of 2-(1H-indol-3-yl)propionitrile (2.5 g, 14.7 mmol) in THF (40 mL, anhyd). The reaction mixture was allowed to warm to ambient temperature and then heated at reflux. After 1 hour, the reaction mixture was cooled to 0° C. and quenched cautiously with wet THF (5-10% H2O) until gas evolution had ceased. The resulting mixture was filtered through Celite™ and concentrated to give a brown residue. The filtering agent was rinsed with Et2O (100 mL), which was combined with the residue, dried (Na2SO4), and concentrated under reduced pressure to yield 2-(1H-indol-3-yl)propylamine (2.1 g, 82%) as a pale amber oil; 1H-NMR (CDCl3): δ 8.28 (1H, br s), 7.61 (1H, d), 7.36 (1H, d), 7.16 (1H, app t), 7.08 (1H, app t), 6.96 (1H, br s), 3.41 (2H, br s), 3.19 (1H, q), 2.95 (2H, app d), 1.35 (3H, d). to warm to ambient temperature heated at reflux the reaction mixture was cooled to 0° C. quenched cautiously with wet THF (5-10% H2O) until gas evolution The resulting mixture was filtered through Celite™ concentrated to give a brown residue The filtering agent was rinsed with Et2O (100 mL), which dried (Na2SO4) concentrated under reduced pressure
ソース ID: ord-340fd21115f844ddbfe763bf27d401af反応条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
実験手順: To a stirred suspension of LAH (3.4 g, 90 mmol) in THF (40 mL, anhyd) chilled to 0° C. was added a solution of 2-(1H-indol-3-yl)propionitrile (2.5 g, 14.7 mmol) in THF (40 mL, anhyd). The reaction mixture was allowed to warm to ambient temperature and then heated at reflux. After 1 hour, the reaction mixture was cooled to 0° C. and quenched cautiously with wet THF (5-10% H2O) until gas evolution had ceased. The resulting mixture was filtered through Celite™ and concentrated to give a brown residue. The filtering agent was rinsed with Et2O (100 mL), which was combined with the residue, dried (Na2SO4), and concentrated under reduced pressure to yield 2-(1H-indol-3-yl)propylamine (2.1 g, 82%) as a pale amber oil; 1H-NMR (CDCl3): δ 8.28 (1H, br s), 7.61 (1H, d), 7.36 (1H, d), 7.16 (1H, app t), 7.08 (1H, app t), 6.96 (1H, br s), 3.41 (2H, br s), 3.19 (1H, q), 2.95 (2H, app d), 1.35 (3H, d). to warm to ambient temperature heated at reflux the reaction mixture was cooled to 0° C. quenched cautiously with wet THF (5-10% H2O) until gas evolution The resulting mixture was filtered through Celite™ concentrated to give a brown residue The filtering agent was rinsed with Et2O (100 mL), which dried (Na2SO4) concentrated under reduced pressure
ソース ID: ord-eda2477594804d36ab4f4e6811ac781aPubChem References
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