Hydroxyammonium hydrochloride → HCID 178513287, compound

HRID 708979Notes

Reaction equation

Cl[C:2]1[N:7]=[CH:6][C:5]([CH2:8][N+:9]2[C:14]([O-:15])=[C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([C:22]#[N:23])[CH:17]=3)[C:12](=[O:24])[N:11]3[CH:25]=[CH:26][CH:27]=[CH:28][C:10]=23)=[CH:4][CH:3]=1.[ClH:29].[OH:30][NH3+:31].CC(C)([O-])C.[K+]>CS(C)=O.[Cl-].[Na+].O>[Cl:29][C:2]1[N:7]=[CH:6][C:5]([CH2:8][N+:9]2[C:14]([O-:15])=[C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([C:22](=[NH:23])[NH:31][OH:30])[CH:17]=3)[C:12](=[O:24])[N:11]3[CH:25]=[CH:26][CH:27]=[CH:28][C:10]=23)=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 50 °C

Procedure

15 mg (0.04 mmol) of 1-[(6-chloro-3-pyridyl)methyl]-3-(3-cyanophenyl)-4-oxo-pyrido[1,2-a]pyrimidin-1-ium-2-olate (product of step 1) were dissolved in 2 ml DMSO. 7 mg (0.1 mmol) hydroxylammonium hydrochloride and 11 mg (0.1 mmol) potassium t-butoxide were added and the mixture was stirred at 50° C. for 48 hours. The mixture was taken up with 10 ml of brine and extracted with ethyl acetate. The organic phases were dried with magnesium chloride and the solvent was removed under reduced pressure. The desired product was sufficiently pure without further purification (5 mg). HPLC-MS: 1.75 min, M=422.5

Workup

extractionextracted with ethyl acetate
dry with materialThe organic phases were dried with magnesium chloride
customthe solvent was removed under reduced pressure
customThe desired product was sufficiently pure without further purification (5 mg)
custom1.75 min, M=422.5

Sources & evidence

ORD record: ord-0d371a87a391488eb1a87d517979cb98
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09179680B2

Reaction notes

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