Hydrochloric Acid → 3-Amino-1-(morpholin-4-yl)propan-1-one hydrochloride

Temperature

25 °C

A nitrogen inerted reactor is charged with 5% Pt—C (43 g; 58% water-wet) followed by 3-morpholin-4-yl-3-oxo-propionitrile (2.8 mol). A solution of MeOH (3.4 L) and 12N HCl (3.08 mol) is added at such a rate as to maintain an internal temperature of ca. 25° C. The vessel and its contents are degassed via three N2 pressure purges (50 psi). The atmosphere is switched to hydrogen via three H2 pressure purges (50 psi), and the reaction is stirred vigorously at ca. 25° C. under a sustained pressure of hydrogen (50 psi) for ca. 24 hours. The H2 pressure is released and replaced with N2. The reaction is passed through filter agent, which is subsequently washed with MeOH (500 mL). The reaction is concentrated in vacuo to a volume of ca. 1.4 L, and IPA (2.2 L) is added. The reaction mixture is cooled to 0° C. and filtered. The filter cake is washed with MtBE (500 mL) and dried under vacuum at ca. 30C to provide 3-amino-1-morpholin-4-yl-propan-1-one, hydrochloride as a white solid (439 g). This material is used in subsequent steps without further purification.

1. customThe vessel and its contents are degassed via three N2 pressure
2. filtrationthrough filter agent, which
3. washis subsequently washed with MeOH (500 mL)
4. concentrationThe reaction is concentrated in vacuo to a volume of ca. 1.4 L, and IPA (2.2 L)
5. additionis added
6. temperatureThe reaction mixture is cooled to 0° C.
7. filtrationfiltered
8. washThe filter cake is washed with MtBE (500 mL)
9. dry with materialdried under vacuum at ca. 30C

ORD record

ord-5f6d27e7f57245aca88ee06b6f87ce9d

Source dataset

uspto-grants-2002_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06476235B2