No renderable structure data available
CC(C)(C)OC(=O)NCC1CCN(CC1)CCNChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | tert-butyl N-[[1-(2-aminoethyl)piperidin-4-yl]methyl]carbamate |
|---|---|
| IUPAC Name | — |
| CAS Number | 874831-65-9 |
| Database ID | 34178247 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
tert-butyl N-[[1-(2-aminoethyl)piperidin-4-yl]methyl]carbamate (CAS 874831-65-9) 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 34178247
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-80ddae8555954c0880203d9e68c19d8dConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-7bb6751f56b14828af5b2b873ddee9d3Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: At 15° C., to a solution of tert-butyl (1-(2-aminoethyl)piperidin-4-yl)methylcarbamate (2.00 g, 7.78 mmol) and DIPEA (3.00 g, 23.3 mmol) in CH2Cl2 (40 mL) was added slowly cyclopropylsulfonyl chloride (3.40 g, 25.0 mmol) under Ar. The reaction mixture was stirred at room temperature for 2 hrs. Water (30 mL) was added, and the mixture was extracted with CH2Cl2 (3×30 mL). The combined extract was washed with saturated NaHCO3 (40 mL) and dried over anhydrous Na2SO4. After filtration the solvent was removed in vacuo, and the residue was applied to flash column chromatography (3-7% CH3OH in CH2Cl2) to provide tert-butyl (1-(2-(cyclopropanesulfonamido)ethyl)piperidin-4-yl)methylcarbamate as pale yellow oil (2.2 g, 78%). the mixture was extracted with CH2Cl2 (3×30 mL) The combined extract was washed with saturated NaHCO3 (40 mL) dried over anhydrous Na2SO4 After filtration the solvent was removed in vacuo
Source ID: ord-39c1750959fd458887d5e6e2abefd516Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a hydrogenation flask charged with a solution of tert-butyl (1-(cyanomethyl)piperidin-4-yl)methylcarbamate (5.4 g, 21.3 mmol) in CH3OH (20 mL) was added Raney nickel (˜1 g, rinsed with CH3OH). The flask was shaken at room temperature under hydrogen (40 psi) overnight. The reaction mixture was then filtered through a celite cake, and the filtrate was concentrated to give sticky foam which was used in the next step without further purification. The reaction mixture was then filtered through a celite cake the filtrate was concentrated to give sticky foam which was used in the next step without further purification
Source ID: ord-dcf65aa1d63b41d494655fb94e332ef4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: At 15° C., to a solution of tert-butyl (1-(2-aminoethyl)piperidin-4-yl)methylcarbamate (2.00 g, 7.78 mmol) and DIPEA (3.00 g, 23.3 mmol) in CH2Cl2 (40 mL) was added slowly cyclopropylsulfonyl chloride (3.40 g, 25.0 mmol) under Ar. The reaction mixture was stirred at room temperature for 2 hrs. Water (30 mL) was added, and the mixture was extracted with CH2Cl2 (3×30 mL). The combined extract was washed with saturated NaHCO3 (40 mL) and dried over anhydrous Na2SO4. After filtration the solvent was removed in vacuo, and the residue was applied to flash column chromatography (3-7% CH3OH in CH2Cl2) to provide tert-butyl (1-(2-(cyclopropanesulfonamido)ethyl)piperidin-4-yl)methylcarbamate as pale yellow oil (2.2 g, 78%). the mixture was extracted with CH2Cl2 (3×30 mL) The combined extract was washed with saturated NaHCO3 (40 mL) dried over anhydrous Na2SO4 After filtration the solvent was removed in vacuo
Source ID: ord-cef54450f0884f7eb538a0543337a279Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a hydrogenation flask charged with a solution of tert-butyl (1-(cyanomethyl)piperidin-4-yl)methylcarbamate (5.4 g, 21.3 mmol) in CH3OH (20 mL) was added Raney nickel (˜1 g, rinsed with CH3OH). The flask was shaken at room temperature under hydrogen (40 psi) overnight. The reaction mixture was then filtered through a celite cake, and the filtrate was concentrated to give sticky foam which was used in the next step without further purification. The reaction mixture was then filtered through a celite cake the filtrate was concentrated to give sticky foam which was used in the next step without further purification
Source ID: ord-8df4f78dee974693923d348c5a3e3f4eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a hydrogenation flask charged with a solution of tert-butyl (1-(cyanomethyl)piperidin-4-yl)methylcarbamate (5.4 g, 21.3 mmol) in CH3OH (20 mL) was added Raney nickel (˜1 g, rinsed with CH3OH). The flask was shaken at room temperature under hydrogen (40 psi) overnight. The reaction mixture was then filtered through a celite cake, and the filtrate was concentrated to give sticky foam which was used in the next step without further purification. The reaction mixture was then filtered through a celite cake the filtrate was concentrated to give sticky foam which was used in the next step without further purification
Source ID: ord-b68bf427cc5549c1b248a89101bae157Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a hydrogenation flask charged with a solution of tert-butyl (1-(cyanomethyl)piperidin-4-yl)methylcarbamate (5.4 g, 21.3 mmol) in CH3OH (20 mL) was added Raney nickel (˜1 g, rinsed with CH3OH). The flask was shaken at room temperature under hydrogen (40 psi) overnight. The reaction mixture was then filtered through a celite cake, and the filtrate was concentrated to give sticky foam which was used in the next step without further purification. The reaction mixture was then filtered through a celite cake the filtrate was concentrated to give sticky foam which was used in the next step without further purification
Source ID: ord-b68bf427cc5549c1b248a89101bae157Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: At 15° C., to a solution of tert-butyl (1-(2-aminoethyl)piperidin-4-yl)methylcarbamate (2.00 g, 7.78 mmol) and DIPEA (3.00 g, 23.3 mmol) in CH2Cl2 (40 mL) was added slowly cyclopropylsulfonyl chloride (3.40 g, 25.0 mmol) under Ar. The reaction mixture was stirred at room temperature for 2 hrs. Water (30 mL) was added, and the mixture was extracted with CH2Cl2 (3×30 mL). The combined extract was washed with saturated NaHCO3 (40 mL) and dried over anhydrous Na2SO4. After filtration the solvent was removed in vacuo, and the residue was applied to flash column chromatography (3-7% CH3OH in CH2Cl2) to provide tert-butyl (1-(2-(cyclopropanesulfonamido)ethyl)piperidin-4-yl)methylcarbamate as pale yellow oil (2.2 g, 78%). the mixture was extracted with CH2Cl2 (3×30 mL) The combined extract was washed with saturated NaHCO3 (40 mL) dried over anhydrous Na2SO4 After filtration the solvent was removed in vacuo
Source ID: ord-39c1750959fd458887d5e6e2abefd516Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: At 15° C., to a solution of tert-butyl (1-(2-aminoethyl)piperidin-4-yl)methylcarbamate (2.00 g, 7.78 mmol) and DIPEA (3.00 g, 23.3 mmol) in CH2Cl2 (40 mL) was added slowly cyclopropylsulfonyl chloride (3.40 g, 25.0 mmol) under Ar. The reaction mixture was stirred at room temperature for 2 hrs. Water (30 mL) was added, and the mixture was extracted with CH2Cl2 (3×30 mL). The combined extract was washed with saturated NaHCO3 (40 mL) and dried over anhydrous Na2SO4. After filtration the solvent was removed in vacuo, and the residue was applied to flash column chromatography (3-7% CH3OH in CH2Cl2) to provide tert-butyl (1-(2-(cyclopropanesulfonamido)ethyl)piperidin-4-yl)methylcarbamate as pale yellow oil (2.2 g, 78%). the mixture was extracted with CH2Cl2 (3×30 mL) The combined extract was washed with saturated NaHCO3 (40 mL) dried over anhydrous Na2SO4 After filtration the solvent was removed in vacuo
Source ID: ord-39c1750959fd458887d5e6e2abefd516Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a hydrogenation flask charged with a solution of tert-butyl (1-(cyanomethyl)piperidin-4-yl)methylcarbamate (5.4 g, 21.3 mmol) in CH3OH (20 mL) was added Raney nickel (˜1 g, rinsed with CH3OH). The flask was shaken at room temperature under hydrogen (40 psi) overnight. The reaction mixture was then filtered through a celite cake, and the filtrate was concentrated to give sticky foam which was used in the next step without further purification. The reaction mixture was then filtered through a celite cake the filtrate was concentrated to give sticky foam which was used in the next step without further purification
Source ID: ord-dcf65aa1d63b41d494655fb94e332ef4Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-80ddae8555954c0880203d9e68c19d8dPubChem References
These sources are listed in the compound's public database record.
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