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[ CAS No. 1342815-16-0 ] {[proInfo.proName]}

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Chemical Structure| 1342815-16-0
Chemical Structure| 1342815-16-0
Structure of 1342815-16-0 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1342815-16-0 ]

CAS No. :1342815-16-0 MDL No. :MFCD28502287
Formula : C19H27ClN6O2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 406.91 Pubchem ID :-
Synonyms :

Safety of [ 1342815-16-0 ]

Signal Word: Class:N/A
Precautionary Statements: UN#:N/A
Hazard Statements: Packing Group:N/A

Application In Synthesis of [ 1342815-16-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 1342815-16-0 ]

[ 1342815-16-0 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 7206-70-4 ]
  • 1-[{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methanamine hydrochloride [ No CAS ]
  • [ 1342815-16-0 ]
YieldReaction ConditionsOperation in experiment
98% (0163) 4-Amino-5-chloro-2-methoxybenzoic acid (0.20 g) was dissolved in dichloromethane (10 mL) and cooled to C. N-methyl morpholine (0.12 g) and isobutyl chloroformate (0.16 g) were sequentially added to the solution and stirred for 3 hours. A reaction solution was prepared by sequentially adding triethylamine (0.20 g) and [1-{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methanamine hydrochloride (0.31 g) thereto. The temperature of the reaction solution was elevated and the solution was stirred under reflux. After 4 hours of stirring, water (10 mL) was added thereto, stirred for 5 minutes and a layer was separated. Dichloromethane (10 mL) was added to an aqueous layer and an organic layer was extracted. Water (10 mL) and 1N hydrochloric acid (3 mL) were added to the collected organic layers to extract the aqueous layer. 1N sodium hydroxide (4 mL) was added to the aqueous layer, and the extraction was performed twice with a mixed solvent of dichloromethane (8 mL) and 2-propanol (2 mL). The collected organic layers were dried with sodium sulfate and filtered, and then washed with dichloromethane (10 mL). The solvent was removed by concentrating the filtered organic solution under reduced pressure. The resulting solids were dried under reduced pressure at 19-22 C. for 18 hours to obtain the titled compound (0.39 g; yield: 98%). (0164) 1H NMR (400 MHz, CDCl3) delta 8.08 (s, 1H), 7.72 (m, 1H), 7.66 (s, 1H), 7.54 (s, 1H), 6.27 (s, 1H), 4.43 (t, 2H), 4.36 (s, 1H), 3.88 (s, 3H), 3.30 (t, 2H), 2.83 (d, 2H), 2.27 (t, 2H), 2.06 (t, 2H), 1.90 (t, 2H), 1.70 (m, 2H), 1.58 (m, 1H), 1.29 (m, 2H)
  • 2
  • [ 7206-70-4 ]
  • 1-[{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methanamine [ No CAS ]
  • [ 1342815-16-0 ]
YieldReaction ConditionsOperation in experiment
100% (0173) 4-Amino-5-chloro-2-methoxybenzoic acid (0.20 g) was dissolved in acetonitrile (10 mL). Carbonyldiimidazole (0.19 g) was added to the solution and stirred at 19-22 C. for 4 hours. After triethylamine (0.20 g) and [1-{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methanamine (0.27 g) were sequentially added thereto, the temperature of the resulting solution was elevated. Then the solution was stirred under reflux. After 21 hours of stirring, water (10 mL) was added thereto, stirred for 5 minutes, and layers were separated. Dichloromethane (10 mL) was added to an aqueous layer and an organic layer was extracted. Water (10 mL) and 1N hydrochloric acid (4 mL) were added to the collected organic layers to extract the aqueous layer. 2N sodium hydroxide (about 4 mL) was added to the aqueous layer to adjust pH of about 10. The extraction was performed twice with a mixed solvent of dichloromethane (8 mL) and 2-propanol (2 mL). The collected organic layers were dried with anhydrous magnesium sulfate and filtered, and then washed with dichloromethane (10 mL). The solvent was removed by concentrating the filtered organic solution under reduced pressure. The resulting solids were dried under reduced pressure at 19-22 C. for 17 hours to obtain the titled compound (0.41 g; yield: 100%). (0174) 1H NMR (400 MHz, CDCl3) delta 8.08 (s, 1H), 7.72 (m, 1H), 7.66 (s, 1H), 7.54 (s, 1H), 6.27 (s, 1H), 4.43 (t, 2H), 4.36 (s, 1H), 3.88 (s, 3H), 3.30 (t, 2H), 2.83 (d, 2H), 2.27 (t, 2H), 2.06 (t, 2H), 1.90 (t, 2H), 1.70 (m, 2H), 1.58 (m, 1H), 1.29 (m, 2H)
100% 4-Amino-5-chloro-2-methoxybenzoic acid (0.20 g) was dissolved in acetonitrile (10 mL). Carbonyldiimidazole (0.19 g) was added to the solution and stirred at 19-22 C. for 4 hours. After triethylamine (0.20 g) and [1-{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methanamine (0.27 g) were sequentially added thereto, the temperature of the resulting solution was elevated. Then the solution was stirred under reflux. After 21 hours of stirring, water (10 mL) was added thereto, stirred for 5 minutes, and layers were separated. Dichloromethane (10 mL) was added to an aqueous layer and an organic layer was extracted. Water (10 mL) and 1N hydrochloric acid (4 mL) were added to the collected organic layers to extract the aqueous layer. 2N sodium hydroxide (about 4 mL) was added to the aqueous layer to adjust pH of about 10. The extraction was performed twice with a mixed solvent of dichloromethane (8 mL) and 2-propanol (2 mL). The collected organic layers were dried with anhydrous magnesium sulfate and filtered, and then washed with dichloromethane (10 mL). The solvent was removed by concentrating the filtered organic solution under reduced pressure. The resulting solids were dried under reduced pressure at 19-22 C. for 17 hours to obtain the titled compound (0.41 g; yield: 100%).
  • 3
  • [ 132431-09-5 ]
  • [ 1342815-16-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: potassium iodide; calcium carbonate / acetonitrile / 16 h / Reflux 2.1: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 50 °C / 7500.75 Torr 3.1: 1,1'-carbonyldiimidazole / acetonitrile / 4 h / 19 - 22 °C 3.2: 21 h / Reflux
Multi-step reaction with 4 steps 1.1: potassium iodide; calcium carbonate / acetonitrile / 16 h / Reflux 2.1: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 50 °C / 7500.75 Torr 3.1: ethanol / 4 h 4.1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane / 3 h / Cooling 4.2: 14 h / Reflux
Multi-step reaction with 4 steps 1.1: potassium iodide; calcium carbonate / acetonitrile / 16 h / Reflux 2.1: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 50 °C / 7500.75 Torr 3.1: diethyl ether; ethanol / 4 h 4.1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane / 3 h / Cooling 4.2: 14 h / Reflux
Multi-step reaction with 4 steps 1.1: potassium iodide; calcium carbonate / acetonitrile / 16 h / Reflux 2.1: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 50 °C / 7500.75 Torr 3.1: acetone / 4 h 4.1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane / 3 h / Cooling 4.2: 14 h / Reflux
Multi-step reaction with 4 steps 1.1: potassium iodide; calcium carbonate / acetonitrile / 16 h / Reflux 2.1: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 50 °C / 7500.75 Torr 3.1: acetone / 4 h 4.1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane / 3 h / Cooling 4.2: 4 h / Reflux

  • 4
  • [ 7206-70-4 ]
  • 1-[{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methanamine oxalate [ No CAS ]
  • [ 1342815-16-0 ]
YieldReaction ConditionsOperation in experiment
90% (0165) 4-Amino-5-chloro-2-methoxybenzoic acid (0.2 g) was dissolved in dichloromethane (10 mL) and cooled to C. N-methyl morpholine (0.12 g) and isobutyl chloroformate (0.16 g) were sequentially added to the solution and stirred for 3 hours. A reaction solution was prepared by sequentially adding triethylamine (0.2 g) and [1-{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methanamine oxalate (0.37 g) thereto, and the temperature of the reaction solution was elevated. The reaction solution was stirred under reflux. After 4 hours of stirring, water (10 ml) was added thereto, stirred for 5 minutes, and layers were separated. Dichloromethane (10 mL) was added to an aqueous layer and an organic layer was extracted. Water (10 mL) and 1N hydrochloric acid (3 mL) were added to the collected organic layers to extract the aqueous layer. 1N sodium hydroxide (4 mL) was added to the aqueous layer and the extraction was performed twice with a mixed solvent of dichloromethane (8 mL) and 2-propanol (2 mL). The collected organic layers were dried with sodium sulfate and filtered, and then washed with dichloromethane (10 mL). The solvent was removed by concentrating the filtered organic solution under reduced pressure. The resulting solids were dried under reduced pressure at 19-22 C. for 18 hours to obtain the titled compound (0.36 g; yield: 90%). (0166) 1H NMR (400 MHz, CDCl3) delta 8.08 (s, 1H), 7.72 (m, 1H), 7.66 (s, 1H), 7.54 (s, 1H), 6.27 (s, 1H), 4.43 (t, 2H), 4.36 (s, 1H), 3.88 (s, 3H), 3.30 (t, 2H), 2.83 (d, 2H), 2.27 (t, 2H), 2.06 (t, 2H), 1.90 (t, 2H), 1.70 (m, 2H), 1.58 (m, 1H), 1.29 (m, 2H)
  • 5
  • [ 7206-70-4 ]
  • 1-[{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methanamine succinate [ No CAS ]
  • [ 1342815-16-0 ]
YieldReaction ConditionsOperation in experiment
90% (0169) 4-Amino-5-chloro-2-methoxybenzoic acid (0.20 g) was dissolved in dichloromethane (10 mL) and cooled to C. N-methyl morpholine (0.12 g) and isobutyl chloroformate (0.16 g) were sequentially added to the solution and stirred for 3 hours. A reaction solution was prepared by sequentially adding triethylamine (0.20 g) and [1-{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methanamine succinate (0.41 g) thereto. The temperature of the reaction solution was elevated and the stirring was performed under reflux. After 14 hours of stirring, water (10 mL) was added thereto, stirred for 5 minutes and layers were separated. Dichloromethane (10 mL) was added to an aqueous layer and an organic layer was extracted. Water (10 mL) and 1N hydrochloric acid (3 mL) were added to the collected organic layers to extract the aqueous layer. 1N sodium hydroxide (4 mL) was added to the aqueous layer and the extraction was performed twice with a mixed solvent of dichloromethane (8 mL) and 2-propanol (2 mL). The collected organic layers were dried with sodium sulfate and filtered, and then washed with dichloromethane (10 mL). The solvent was removed by concentrating the filtered organic solution under reduced pressure. The resulting solids were dried under reduced pressure at 19-22 C. for 18 hours to obtain the titled compound (0.36 g; yield: 90%). (0170) 1H NMR (400 MHz, CDCl3) delta 8.08 (s, 1H), 7.72 (m, 1H), 7.66 (s, 1H), 7.54 (s, 1H), 6.27 (s, 1H), 4.43 (t, 2H), 4.36 (s, 1H), 3.88 (s, 3H), 3.30 (t, 2H), 2.83 (d, 2H), 2.27 (t, 2H), 2.06 (t, 2H), 1.90 (t, 2H), 1.70 (m, 2H), 1.58 (m, 1H), 1.29 (m, 2H)
  • 6
  • [ 7206-70-4 ]
  • 1-[{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methanamine citrate [ No CAS ]
  • [ 1342815-16-0 ]
YieldReaction ConditionsOperation in experiment
88% (0167) 4-Amino-5-chloro-2-methoxybenzoic acid (0.20 g) was dissolved in dichloromethane (10 mL) and cooled to C. N-methyl morpholine (0.12 g) and isobutyl chloroformate (0.16 g) were sequentially added to the solution and stirred for 3 hours. A reaction solution was prepared by sequentially adding triethylamine (0.20 g) and [1-{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methanamine citrate (0.49 g) thereto. The temperature of the reaction solution was elevated and the reaction solution was stirred under reflux. After 14 hours of stirring, water (10 mL) was added thereto, stirred for 5 minutes and layers were separated. Dichloromethane (10 mL) was added to an aqueous layer and an organic layer was extracted. Water (10 mL) and 1N hydrochloric acid (3 mL) were added to the collected organic layers to extract the aqueous layer. 1N sodium hydroxide (4 mL) was added to the aqueous layer and the extraction was performed twice with a mixed solvent of dichloromethane (8 mL) and 2-propanol (2 mL). The collected organic layers were dried with sodium sulfate and filtered, and then washed with dichloromethane (10 mL). The solvent was removed by concentrating the filtered organic solution under reduced pressure. The resulting solids were dried under reduced pressure at 19-22 C. for 18 hours to obtain the titled compound (0.35 g; yield: 88%). (0168) 1H NMR (400 MHz, CDCl3) delta 8.08 (s, 1H), 7.72 (m, 1H), 7.66 (s, 1H), 7.54 (s, 1H), 6.27 (s, 1H), 4.43 (t, 2H), 4.36 (s, 1H), 3.88 (s, 3H), 3.30 (t, 2H), 2.83 (d, 2H), 2.27 (t, 2H), 2.06 (t, 2H), 1.90 (t, 2H), 1.70 (m, 2H), 1.58 (m, 1H), 1.29 (m, 2H)
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