Hydrochloric Acid → HCID 78358295, compound

HRID 659827Notes

Reaction equation

[Cl:1][C:2]1[C:3]([O:14][C@H:15]2[CH2:19][N:18](C(OC(C)(C)C)=O)[C@H:17]([C:27]([O:29][CH3:30])=[O:28])[CH2:16]2)=[N:4][C:5]2[C:10]([N:11]=1)=[CH:9][CH:8]=[C:7]([O:12][CH3:13])[CH:6]=2.Cl.O1CCOCC1>C(Cl)Cl>[ClH:1].[Cl:1][C:2]1[C:3]([O:14][C@H:15]2[CH2:19][NH:18][C@H:17]([C:27]([O:29][CH3:30])=[O:28])[CH2:16]2)=[N:4][C:5]2[C:10]([N:11]=1)=[CH:9][CH:8]=[C:7]([O:12][CH3:13])[CH:6]=2

Participants

Conditions

Temperature: 20 °C

Procedure

A solution (0.62 M) of 1-tert-butyl 2-methyl (2S,4R)-4-[(3-chloro-7-methoxyquinoxalin-2-yl)oxy]pyrrolidine-1,2-dicarboxylate in CH2Cl2 was treated with a solution (4 M) of HCl in dioxane (5 eq). The mixture was stirred at 20° C. for 2 h, then treated with a solution (4 M) of HCl in dioxane (2 eq). After 5 h, the reaction was judged complete and the mixture was concentrated under reduced pressure. The residue was triturated with Et2O to give the title compound (95%) as a solid. MS (ES+) m/z 338 (M+H)+

Workup

waitAfter 5 h
concentrationthe mixture was concentrated under reduced pressure
customThe residue was triturated with Et2O

Sources & evidence

ORD record: ord-209cb44959954754a9acdb8ce4e119df
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08080654B2

Reaction notes

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