2-Pyrrolidineethanamine,1-methyl-,(2S)-(9CI) synthesis
- Product Name:2-Pyrrolidineethanamine,1-methyl-,(2S)-(9CI)
- CAS Number:422545-95-7
- Molecular formula:C7H16N2
- Molecular Weight:128.22
1332848-72-2
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Yield:422545-95-7 92%
Reaction Conditions:
Stage #1: (-)-2-(2-aminoethyl)-1-methylpyrrolidine O,O'-di-p-toluoyl-D-tartaric acid saltwith hydrogenchloride in tert-butyl methyl ether;water; for 0.75 h;
Stage #2: with sodium hydroxide in water; for 1.16667 h;
Steps:
2
Example 2 Preparation of (-)-2-(2-Aminoethyl)-1 -methylpyrrolidine A solution of HCI (296 mL, 3.55 mol) and water (517 mL) was added to a mixture of (-)- 2-(2-aminoethyl)-1-methylpyrrolidine, 0, 0 -di-p-toluoyl-D-tartaric acid salt (900 g, 1 .75 mol) and MTBE (3.2 L). After stirring for 45 minutes, the layers were separated. Additional MTBE (1 .6 L) was added to the aqueous layer. After stirring for about 10 minutes, the layers were separated. With stirring, 50% aqueous NaOH (476 mL, 9.19 mol) was added to the aqueous acid layer over about 35 minutes. The mixture was stirred for about 35 minutes, then cooled to 10°C. The organic layer was separated and distilled at reduced pressure to provided 206 g (92%) of (-)-2-(2-Aminoethyl)-1- methylpyrrolidine.
References:
WO2011/109675,2011,A2 Location in patent:Page/Page column 11-12
67824-39-9
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422545-95-7
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