Hydrogen chloride-ethyl acetate → HCID 68934061, compound

HRID 1260949Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([C@H:9]2[C@H:14]([N:15]([C:17]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=3)=[O:18])[CH3:16])[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].Cl.C(OCC)(=O)C>C(OCC)(=O)C>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([C@H:9]2[C@H:14]([N:15]([C:17]([C:19]3[CH:20]=[CH:21][C:22]([O:25][CH3:26])=[CH:23][CH:24]=3)=[O:18])[CH3:16])[CH2:13][CH2:12][NH:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

Conditions

Temperature: 50 °C

Procedure

To a solution of tert-butyl (3R,4R)-3-(3,4-dichlorophenyl)-4-{[(4-methoxyphenyl)carbonyl](methyl)amino}piperidine-1-carboxylate (700 mg) obtained in Example 169 in ethyl acetate (5 mL) was added 4N hydrogen chloride/ethyl acetate (5 mL), and the mixture was stirred at 50° C. for 4 hr. The reaction mixture was concentrated under reduced pressure to give (3R,4R)-3-(3,4-dichlorophenyl)-4-{[(4-methoxyphenyl)carbonyl](methyl)amino}piperidine monohydrochloride (608 mg, 99%) as a white powder.

Workup

concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record: ord-0861661899f94b948ee66ba974cadaca
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08470816B2

Reaction notes

Loading…