Hydrochloric Acid → methyl 5-amino-5-(4,6-dimethoxypyrimidin-5-yl)pentanoate HCl salt
Reaction equation
[CH3:1][O:2][C:3]1[C:8]([CH:9]([NH:17]S(C(C)(C)C)=O)[CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])=[C:7]([O:24][CH3:25])[N:6]=[CH:5][N:4]=1.[ClH:26].O1CCOCC1>CO>[ClH:26].[NH2:17][CH:9]([C:8]1[C:3]([O:2][CH3:1])=[N:4][CH:5]=[N:6][C:7]=1[O:24][CH3:25])[CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14]Participants
5
Conditions
- Temperature
- 0 °C
Procedure
A cooled (0° C.) slightly yellow solution of methyl 5-(4,6-dimethoxypyrimidin-5-yl)-5-(1,1-dimethylethylsulfinamido)pentanoate (178 mg; 0.47 mmol) in MeOH (4 ml) was treated dropwise with a solution of 4 M HCl in 1,4-dioxane (0.24 ml; 0.96 mmol). The resulting yellow mixture was further stirred at 0° C., under nitrogen, for 10 min., and then at rt for 5 h. The reaction mixture was then concentrated to dryness under reduced pressure and the yellow oily residue was further dried under HV to give methyl 5-amino-5-(4,6-dimethoxypyrimidin-5-yl)pentanoate HCl salt as a yellow solid. LC-MS (conditions A): tR=0.41 min.; [M+H]+: 270.10 g/mol.
Workup
- waitat rt for 5 h
- concentrationThe reaction mixture was then concentrated to dryness under reduced pressure
- customthe yellow oily residue was further dried under HV
Sources & evidence
- ORD record
- ord-fbdaf4bcbed341e4a450014673a7ed76
- Source dataset
- uspto-grants-2016_01
- Patent number
- US09242970B2
Reaction notes
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