3-AMINO-PYRROLIDIN-2-ONE synthesis
- Product Name:3-AMINO-PYRROLIDIN-2-ONE
- CAS Number:2483-65-0
- Molecular formula:C4H8N2O
- Molecular Weight:100.12
6970-28-1
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Yield:2483-65-0 78%
Reaction Conditions:
with 1,1,1,3,3,3-hexamethyl-disilazane in acetonitrile for 40 h;Reflux;
Steps:
Intermediate 1: 3-Aminopyrrolidin-2-one
To a stirred solution of hexamethyldisilazane (11 mL, 523 mmol) in CH3CN (100 mL) at rt was added a solution of DL-2,4-diaminobutyric acid dihydrochloride (10 g, 52 mmol) in Acn (100 mL).
The resulting reaction mixture was heated to reflux for 40 h.
Then, the crude reaction mixture was poured into ice cold MeOH (400 mL), stirred at rt for 30 min and evaporated under reduced pressure.
The resulting solid was dissolved in CH2Cl2 (700 mL), and the insoluble residue was removed by filtration under vacuum.
Then, the filtrate was concentrated under reduced pressure to give 3-aminopyrrolidin-2-one (4.1 g, 41 mmol, 78% yield) as a yellow solid. 1H NMR (400 MHz, DMSO-d6): δ 7.59 (br. s., 2H), 3.23-3.10 (m, 1H), 3.09-3.03 (m, 2H), 2.23-2.22 (m, 1H), 1.70-1.57 (m, 1H).
References:
BRISTOL-MYERS SQUIBB COMPANY;Shirude, Pravin Sudhakar;Baligar, Vishweshwaraiah;Seshadri, Balaji;Chattopadhyay, Amit Kumar;Wurtz, Nicholas R.;Kick, Ellen K. US2019/270704, 2019, A1 Location in patent:Paragraph 0236; 0237
49846-91-5
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1003-51-6
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2483-65-0
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