Reaction #4163965
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-a9514ed3f6cf4dbc980d6ab9d37a55a2No renderable structure data available
C1CC(=O)N(C1)NChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1-aminopyrrolidin-2-one |
|---|---|
| IUPAC Name | — |
| CAS Number | 6837-14-5 |
| Database ID | 12494974 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1-aminopyrrolidin-2-one (CAS 6837-14-5) 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 12494974
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-a9514ed3f6cf4dbc980d6ab9d37a55a2Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-e19d0dc4ca7040078beb148703726199Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-674c22fa5af247d9a64a943577807abaConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ca353b37d46a4a8a827ecf7fa1f9e415Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-a9514ed3f6cf4dbc980d6ab9d37a55a2Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was synthesized in analogy to Example 1 using 5-cyclopentyl-6-(2,2,2-trifluoro-ethoxy)-3-pyridinecarboxylic acid (example 14c) and 1-amino-2-pyrrolidinone (CAN 6837-14-5) as starting materials; MS (EI) 372.1 (M+H)+.
Source ID: ord-c3354e4d30fe43639c214b081e3cc6b4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was synthesized in analogy to Example 1 using 5-cyclopentyl-6-(2,2,2-trifluoro-ethoxy)-3-pyridinecarboxylic acid (example 14c) and 1-amino-2-pyrrolidinone (CAN 6837-14-5) as starting materials; MS (EI) 372.1 (M+H)+.
Source ID: ord-c3354e4d30fe43639c214b081e3cc6b4Conditions: temp:140.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A slurry consisting of 1-amino-2-pyrrolidinone (7.40 g), phenol (17.8 g), and 4-bromopyridine hydrochloride (15.8 g) was heated in a 140° C. oil bath for 70 minutes under nitrogen. The resulting solution was cooled to room temperature and purified via flash column chromatography (silica gel, 2% Et3N/0-50% MeOH/EtOAc) and preparative high performance liquid chromatography (HPLC) (silica gel, 10% MeOH/DCM). The resulting product fractions were concentrated and the product was redissolved in dichloromethane and sat. aqueous sodium bicarbonate. Exhaustive extraction of the aqueous layer afforded the pure product (free of triethyl amine salts). Recrystallization from dichloromethane/ether afforded 2.10 g (16%) of 1-(4-pyridinylamino)-2-pyrrolidinone, m.p. 177°-179.5° C. The resulting solution was cooled to room temperature purified via flash column chromatography (silica gel, 2% Et3N/0-50% MeOH/EtOAc) and preparative high performance liquid chromatography (HPLC) (silica gel, 10% MeOH/DCM) The resulting product fractions were concentrated the product was redissolved in dichloromethane Exhaustive extraction of the aqueous layer afforded the pure product (free of triethyl amine salts) Recrystallization from dichloromethane/ether
Source ID: ord-9db8f35db0754207acb027988432eb80Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was synthesized in analogy to Example 1 using 5-cyclopentyl-6-(2,2,2-trifluoro-ethoxy)-3-pyridinecarboxylic acid (example 14c) and 1-amino-2-pyrrolidinone (CAN 6837-14-5) as starting materials; MS (EI) 372.1 (M+H)+.
Source ID: ord-c3354e4d30fe43639c214b081e3cc6b4Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-e19d0dc4ca7040078beb148703726199Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-674c22fa5af247d9a64a943577807abaConditions: temp:140.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A slurry consisting of 1-amino-2-pyrrolidinone (7.40 g), phenol (17.8 g), and 4-bromopyridine hydrochloride (15.8 g) was heated in a 140° C. oil bath for 70 minutes under nitrogen. The resulting solution was cooled to room temperature and purified via flash column chromatography (silica gel, 2% Et3N/0-50% MeOH/EtOAc) and preparative high performance liquid chromatography (HPLC) (silica gel, 10% MeOH/DCM). The resulting product fractions were concentrated and the product was redissolved in dichloromethane and sat. aqueous sodium bicarbonate. Exhaustive extraction of the aqueous layer afforded the pure product (free of triethyl amine salts). Recrystallization from dichloromethane/ether afforded 2.10 g (16%) of 1-(4-pyridinylamino)-2-pyrrolidinone, m.p. 177°-179.5° C. The resulting solution was cooled to room temperature purified via flash column chromatography (silica gel, 2% Et3N/0-50% MeOH/EtOAc) and preparative high performance liquid chromatography (HPLC) (silica gel, 10% MeOH/DCM) The resulting product fractions were concentrated the product was redissolved in dichloromethane Exhaustive extraction of the aqueous layer afforded the pure product (free of triethyl amine salts) Recrystallization from dichloromethane/ether
Source ID: ord-9db8f35db0754207acb027988432eb80PubChem References
These sources are listed in the compound's public database record.
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