Hydrogen Bromide → 6-amino-10,11-dihydro-8H-[1,4]oxazino [4',3':1,2]imidazo[4,5-c]quinolin-3-ol

HRID 419293Notes

Reaction equation

C([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]3[N:22]4[CH2:23][CH2:24][O:25][CH2:26][C:21]4=[N:20][C:14]=3[C:15]([NH2:19])=[N:16]2)=[CH:11][CH:10]=1)C1C=CC=CC=1.Br>C(O)(=O)C>[NH2:19][C:15]1[C:14]2[N:20]=[C:21]3[CH2:26][O:25][CH2:24][CH2:23][N:22]3[C:13]=2[C:12]2[C:17](=[CH:18][C:9]([OH:8])=[CH:10][CH:11]=2)[N:16]=1

Participants

Conditions

Temperature: 100 °C

Procedure

A glass vial was charged with 3-(benzyloxy)-10,11-dihydro-8H-[1,4]oxazino[4′,3′:1,2]imidazo[4,5-c]quinolin-6-amine (0.1 g, 0.29 mmol) and a solution of 48% hydrogen bromide in acetic acid (4.0 mL). The mixture was heated at 100° C. overnight, cooled, and concentrated to provide 6-amino-10,11-dihydro-8H-[1,4]oxazino [4′,3′:1,2]imidazo[4,5-c]quinolin-3-ol as an off-white solid.

Workup

temperaturecooled
concentrationconcentrated

Sources & evidence

ORD record: ord-94c0cfbf5450405897ac710a1b46ecfe
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08093390B2

Reaction notes

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