Boron tribromide → HCID 44610278, compound

HRID 1943639Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[C:4]([C:11]([N:13]2[CH2:18][C:17]([CH3:20])([CH3:19])[O:16][C:15]3[CH:21]=[CH:22][N:23]=[CH:24][C:14]2=3)=[O:12])[CH:5]=[C:6]([Br:10])[C:7]=1[O:8]C.B(Br)(Br)Br>>[Br:1][C:2]1[CH:3]=[C:4]([C:11]([N:13]2[CH2:18][C:17]([CH3:19])([CH3:20])[O:16][C:15]3[CH:21]=[CH:22][N:23]=[CH:24][C:14]2=3)=[O:12])[CH:5]=[C:6]([Br:10])[C:7]=1[OH:8]

Participants

Reactant 2

HCID 25134Boron tribromide

HCID 66936725HCID 66936725, compound

Product 1

HCID 44610278HCID 44610278, compoundYield 49.8%

Procedure

By the same method as in Example 6, (3,5-dibromo-4-methoxy-phenyl)-(2,2-dimethyl-2,3-dihydro-pyrido[4,3-b][1,4]oxazin-4-yl)-methanone (70 mg, 0.15 mmol) was reacted with 1M solution of boron tribromide (0.9 ml, excess amount) to obtain the target compound 9, (3,5-dibromo-4-hydroxy-phenyl)-(2,2-dimethyl-2,3-dihydro-pyrido[4,3-b][1,4]oxazin-4-yl)-methanone (33 mg, 49%).

Sources & evidence

ORD record: ord-35338b6114ae44f2bcaccb9324d4d560
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08394792B2

Reaction notes

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