Hydrochloric Acid → HCID 43346312, compound

Temperature

25 °C

Tert-butyl 4-(2-morpholino-2-oxoethoxy)piperidine-1-carboxylate (75) (5 g, 15.23 mmol) was added to 6.0 HCl in propan-2-ol (30 mL, 180.00 mmol) and the reaction was stirred at 25° C. for 2 hours. The reaction mixture was evaporated to dryness and the crude material was purified by ion exchange chromatography, using an SCX column. The desired product was eluted from the column using 7M NH3/MeOH and fractions were evaporated to dryness to afford a yellow gum. The crude product was purified by distillation at 0.72 mBar, collecting fractions that distilled at 155° C. to afford the desired material as a colourless gum (1.950 g, 56.1% yield); 1H NMR (400.132 MHz, CDCl3) δ 1.50-1.41 (2H, m), 1.96-1.89 (2H, m), 2.64-2.58 (2H, m), 3.10-3.04 (2H, m), 3.50-3.43 (1H, m), 3.63-3.56 (4H, m), 3.70-3.67 (4H, m), 4.17 (2H, s); NH proton missing.

1. customThe reaction mixture was evaporated to dryness
2. customthe crude material was purified by ion exchange chromatography
3. washThe desired product was eluted from the column
4. customwere evaporated to dryness
5. customto afford a yellow gum
6. distillationThe crude product was purified by distillation at 0.72 mBar
7. customcollecting fractions
8. distillationthat distilled at 155° C.

ORD record

ord-7048ce7ddc2844deb62dbc0586bb5ed5

Source dataset

uspto-grants-2012_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08129380B2