Piperazine → HCID 58125522, compound

HRID 1943700Notes

Reaction equation

HRID 1943700 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]([N+:29]([O-:31])=[O: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: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]([N+:29]([O-:31])=[O:30])[CH:24]=4)=[CH:22][C:14]2=3)=[O:12])[CH:5]=[C:6]([Br:10])[C:7]=1[OH:8]

Participants

5

Reactant 3

HCID 4837PiperazineHCID 82050Lithium BromideHCID 44608877HCID 44608877, compound

Product 1

HCID 58125522HCID 58125522, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

By the same method as in the step f) of Example 22, (3,5-dibromo-4-methoxy-phenyl)-[7-(3-nitro-phenyl)-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl]-methanone (101 mg, 0.18 mmol), lithium bromide (32 mg, 0.36 mmol), and piperazine (24 mg, 0.28 mmol) were dissolved in N,N-dimethyl formamide (3 ml), and reacted at 100□ to obtain the target compound 50, i.e., (3,5-dibromo-4-hydroxy-phenyl)-[7-(3-nitro-phenyl)-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl]-methanone, as pale-brown solid (24 mg, 25%).

Workup

  1. customreacted at 100□

Sources & evidence

ORD record
ord-2797a072558d4f719b30898b5bd381d3
Source dataset
uspto-grants-2013_03
Patent number
US08394792B2

Reaction notes

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