Sodium → HCID 15165784, compound

g 6 (0.034 moles) of 3-methyl-2-(pyrrolidin-1-yl)methyl pyridine were dissolved in 120 ml of isoamilic alcohol and under nitrogen atmosphere, at 120° C., g 4.8 (0.21 moles) of sodium were added in small portions during 4 hours. The yellow solution obtained was kept at 120° C. for an additional hour, and then cooled and poured in 30 g of ice. The organic layer was separated and the acqueous layer was extracted twice with ether; the combined organic layer was then extracted with two 80 ml portions of HCl 37%; the acqueous layer was washed with ether and evaporated i.v. The residue was taken up in 10 ml of 40% acqueous NaOH and extracted with two 50 ml portions of ether. The combined ether extracts were then dried over anhydrous magnesium sulfate. Removal of the ether yields 3.8 g of crude product as diastereoisomeric mixture. Diast A/Diast B=72/22.4 (GLC).

1. additionwere added in small portions during 4 hours
2. customThe yellow solution obtained
3. waitwas kept at 120° C. for an additional hour
4. temperaturecooled
5. customThe organic layer was separated
6. extractionthe acqueous layer was extracted twice with ether
7. extractionthe combined organic layer was then extracted with two 80 ml portions of HCl 37%
8. washthe acqueous layer was washed with ether
9. customevaporated i.v
10. extractionextracted with two 50 ml portions of ether
11. dry with materialThe combined ether extracts were then dried over anhydrous magnesium sulfate
12. customRemoval of the ether

ORD record

ord-abf2a75b28cd4fef882c0c0590f39351

Source dataset

uspto-grants-1992_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05089507