Piperazine → HCID 44609034, compound

HRID 1943729Notes

Reaction equation

HRID 1943729 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:11]([N:13]2[CH2:18][CH2:17][O:16][C:15]3[N:19]=[CH:20][C:21]([C:23]4[CH:28]=[CH:27][CH:26]=[C:25]([CH2:29][F:30])[CH:24]=4)=[CH:22][C:14]2=3)=[O:12])[CH:5]=[C:6]([Br:10])[C:7]=1[O:8]C.[Br-].[Li+].N1CCNCC1>CN(C)C=O>[Br:10][C:6]1[CH:5]=[C:4]([C:11]([N:13]2[CH2:18][CH2:17][O:16][C:15]3[N:19]=[CH:20][C:21]([C:23]4[CH:28]=[CH:27][CH:26]=[C:25]([CH2:29][F:30])[CH:24]=4)=[CH:22][C:14]2=3)=[O:12])[CH:3]=[C:2]([Br:1])[C:7]=1[OH:8]

Participants

5

Reactant 3

HCID 4837PiperazineHCID 82050Lithium BromideHCID 66936846HCID 66936846, compound

Product 1

HCID 44609034HCID 44609034, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

By the same method as in the step d) of Example 45, (3,5-dibromo-4-methoxy-phenyl)-[7-(3-fluoromethyl-phenyl)-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl]-methanone (162 mg, 0.31 mmol), lithium bromide (108 mg, 1.24 mmol) and piperazine (40 mg, 0.47 mmol) were dissolved in N,N-dimethyl formamide (3 ml) and reacted at 100□ to obtain the target compound 64, i.e., (3,5-dibromo-4-hydroxy-phenyl)-[7-(3-fluoromethyl-phenyl)-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl]-methanone, as white solid (69.4 mg, 44%).

Workup

  1. customreacted at 100□

Sources & evidence

ORD record
ord-454f0e9bba1545e79acbd5b382d06414
Source dataset
uspto-grants-2013_03
Patent number
US08394792B2

Reaction notes

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