Reaction #4074756
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c48a18fc64194fd4afedbd6f39164b4eNo renderable structure data available
CC(OC(N1CCC(CN2CCNCC2)CC1)=O)(C)CChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 381722-48-1 |
|---|---|
| IUPAC Name | — |
| CAS Number | 381722-48-1 |
| Database ID | 22321697 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
381722-48-1 (CAS 381722-48-1) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 22321697
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
9 reactions · 9 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c48a18fc64194fd4afedbd6f39164b4eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirring solution of 1-Boc-piperidine-4-carboxaldehyde (2.4 g, 11.3 mmol) in THF (60 mL) and acetonitrile (15 mL) was added piperazine (4.85 g, 56.3 mmol). After stirring for 5 h, sodium triacetoxyborohydride (2.87 g, 13.5 mmol) was added and the reaction was allowed to stir overnight. The next morning, the solvents were removed by rotary evaporation and the residue was dissolved in ethyl acetate, washed twice with satd aq. NaHCO3, followed by water, then dried over MgSO4, filtered and concentrated in vacuo. The residue was then chromatographed over silica gel, eluting with a step gradient of 2% through 15% (2 N ammonia/methanol) in dichloromethane. The product containing fractions were combined and concentrated in vacuo to give 4.03 g (48%) of the title compound. to stir overnight The next morning, the solvents were removed by rotary evaporation the residue was dissolved in ethyl acetate washed twice with satd aq. NaHCO3 dried over MgSO4 filtered concentrated in vacuo The residue was then chromatographed over silica gel eluting with a step gradient of 2% through 15% (2 N ammonia/methanol) in dichloromethane The product containing fractions concentrated in vacuo
Source ID: ord-fe044173d09d4a38a2bc976ea0c9e215Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirring solution of 1-Boc-piperidine-4-carboxaldehyde (2.4 g, 11.3 mmol) in THF (60 mL) and acetonitrile (15 mL) was added piperazine (4.85 g, 56.3 mmol). After stirring for 5 h, sodium triacetoxyborohydride (2.87 g, 13.5 mmol) was added and the reaction was allowed to stir overnight. The next morning, the solvents were removed by rotary evaporation and the residue was dissolved in ethyl acetate, washed twice with satd aq. NaHCO3, followed by water, then dried over MgSO4, filtered and concentrated in vacuo. The residue was then chromatographed over silica gel, eluting with a step gradient of 2% through 15% (2 N ammonia/methanol) in dichloromethane. The product containing fractions were combined and concentrated in vacuo to give 4.03 g (48%) of the title compound. to stir overnight The next morning, the solvents were removed by rotary evaporation the residue was dissolved in ethyl acetate washed twice with satd aq. NaHCO3 dried over MgSO4 filtered concentrated in vacuo The residue was then chromatographed over silica gel eluting with a step gradient of 2% through 15% (2 N ammonia/methanol) in dichloromethane The product containing fractions concentrated in vacuo
Source ID: ord-7ead58d193574058a0a4b93e023c72b1Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirring solution of 1-Boc-piperidine-4-carboxaldehyde (2.4 g, 11.3 mmol) in THF (60 mL) and acetonitrile (15 mL) was added piperazine (4.85 g, 56.3 mmol). After stirring for 5 h, sodium triacetoxyborohydride (2.87 g, 13.5 mmol) was added and the reaction was allowed to stir overnight. The next morning, the solvents were removed by rotary evaporation and the residue was dissolved in ethyl acetate, washed twice with satd aq. NaHCO3, followed by water, then dried over MgSO4, filtered and concentrated in vacuo. The residue was then chromatographed over silica gel, eluting with a step gradient of 2% through 15% (2 N ammonia/methanol) in dichloromethane. The product containing fractions were combined and concentrated in vacuo to give 4.03 g (48%) of the title compound. to stir overnight The next morning, the solvents were removed by rotary evaporation the residue was dissolved in ethyl acetate washed twice with satd aq. NaHCO3 dried over MgSO4 filtered concentrated in vacuo The residue was then chromatographed over silica gel eluting with a step gradient of 2% through 15% (2 N ammonia/methanol) in dichloromethane The product containing fractions concentrated in vacuo
Source ID: ord-6a6a7affc65a43ef9d31035675e8db96Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirring solution of 1-Boc-piperidine-4-carboxaldehyde (2.4 g, 11.3 mmol) in THF (60 mL) and acetonitrile (15 mL) was added piperazine (4.85 g, 56.3 mmol). After stirring for 5 h, sodium triacetoxyborohydride (2.87 g, 13.5 mmol) was added and the reaction was allowed to stir overnight. The next morning, the solvents were removed by rotary evaporation and the residue was dissolved in ethyl acetate, washed twice with satd aq. NaHCO3, followed by water, then dried over MgSO4, filtered and concentrated in vacuo. The residue was then chromatographed over silica gel, eluting with a step gradient of 2% through 15% (2 N ammonia/methanol) in dichloromethane. The product containing fractions were combined and concentrated in vacuo to give 4.03 g (48%) of the title compound. to stir overnight The next morning, the solvents were removed by rotary evaporation the residue was dissolved in ethyl acetate washed twice with satd aq. NaHCO3 dried over MgSO4 filtered concentrated in vacuo The residue was then chromatographed over silica gel eluting with a step gradient of 2% through 15% (2 N ammonia/methanol) in dichloromethane The product containing fractions concentrated in vacuo
Source ID: ord-6a6a7affc65a43ef9d31035675e8db96Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c48a18fc64194fd4afedbd6f39164b4eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirring solution of 1-Boc-piperidine-4-carboxaldehyde (2.4 g, 11.3 mmol) in THF (60 mL) and acetonitrile (15 mL) was added piperazine (4.85 g, 56.3 mmol). After stirring for 5 h, sodium triacetoxyborohydride (2.87 g, 13.5 mmol) was added and the reaction was allowed to stir overnight. The next morning, the solvents were removed by rotary evaporation and the residue was dissolved in ethyl acetate, washed twice with satd aq. NaHCO3, followed by water, then dried over MgSO4, filtered and concentrated in vacuo. The residue was then chromatographed over silica gel, eluting with a step gradient of 2% through 15% (2 N ammonia/methanol) in dichloromethane. The product containing fractions were combined and concentrated in vacuo to give 4.03 g (48%) of the title compound. to stir overnight The next morning, the solvents were removed by rotary evaporation the residue was dissolved in ethyl acetate washed twice with satd aq. NaHCO3 dried over MgSO4 filtered concentrated in vacuo The residue was then chromatographed over silica gel eluting with a step gradient of 2% through 15% (2 N ammonia/methanol) in dichloromethane The product containing fractions concentrated in vacuo
Source ID: ord-fe044173d09d4a38a2bc976ea0c9e215Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirring solution of 1-Boc-piperidine-4-carboxaldehyde (2.4 g, 11.3 mmol) in THF (60 mL) and acetonitrile (15 mL) was added piperazine (4.85 g, 56.3 mmol). After stirring for 5 h, sodium triacetoxyborohydride (2.87 g, 13.5 mmol) was added and the reaction was allowed to stir overnight. The next morning, the solvents were removed by rotary evaporation and the residue was dissolved in ethyl acetate, washed twice with satd aq. NaHCO3, followed by water, then dried over MgSO4, filtered and concentrated in vacuo. The residue was then chromatographed over silica gel, eluting with a step gradient of 2% through 15% (2 N ammonia/methanol) in dichloromethane. The product containing fractions were combined and concentrated in vacuo to give 4.03 g (48%) of the title compound. to stir overnight The next morning, the solvents were removed by rotary evaporation the residue was dissolved in ethyl acetate washed twice with satd aq. NaHCO3 dried over MgSO4 filtered concentrated in vacuo The residue was then chromatographed over silica gel eluting with a step gradient of 2% through 15% (2 N ammonia/methanol) in dichloromethane The product containing fractions concentrated in vacuo
Source ID: ord-7ead58d193574058a0a4b93e023c72b1Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirring solution of 1-Boc-piperidine-4-carboxaldehyde (2.4 g, 11.3 mmol) in THF (60 mL) and acetonitrile (15 mL) was added piperazine (4.85 g, 56.3 mmol). After stirring for 5 h, sodium triacetoxyborohydride (2.87 g, 13.5 mmol) was added and the reaction was allowed to stir overnight. The next morning, the solvents were removed by rotary evaporation and the residue was dissolved in ethyl acetate, washed twice with satd aq. NaHCO3, followed by water, then dried over MgSO4, filtered and concentrated in vacuo. The residue was then chromatographed over silica gel, eluting with a step gradient of 2% through 15% (2 N ammonia/methanol) in dichloromethane. The product containing fractions were combined and concentrated in vacuo to give 4.03 g (48%) of the title compound. to stir overnight The next morning, the solvents were removed by rotary evaporation the residue was dissolved in ethyl acetate washed twice with satd aq. NaHCO3 dried over MgSO4 filtered concentrated in vacuo The residue was then chromatographed over silica gel eluting with a step gradient of 2% through 15% (2 N ammonia/methanol) in dichloromethane The product containing fractions concentrated in vacuo
Source ID: ord-6a6a7affc65a43ef9d31035675e8db96PubChem References
These sources are listed in the compound's public database record.
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