3,5-Dibromo-4-methoxybenzoyl chloride → 1-(3,5-dibromo-4-methoxy-benzoyl)-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-7-carbonitrile

HRID 1943696Notes

Reaction equation

HRID 1943696 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][C:3]2[N:7]=[CH:8][C:9]([C:11]#[N:12])=[CH:10][C:2]1=2.[Br:13][C:14]1[CH:15]=[C:16]([CH:20]=[C:21]([Br:25])[C:22]=1[O:23][CH3:24])[C:17](Cl)=[O:18]>>[Br:13][C:14]1[CH:15]=[C:16]([CH:20]=[C:21]([Br:25])[C:22]=1[O:23][CH3:24])[C:17]([N:1]1[CH2:6][CH2:5][O:4][C:3]2[N:7]=[CH:8][C:9]([C:11]#[N:12])=[CH:10][C:2]1=2)=[O:18]

Participants

3

Reactant 2

HCID 337796303,5-Dibromo-4-methoxybenzoyl chlorideHCID 669365332,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine-7-carbonitrile

Product 1

HCID 446085461-(3,5-dibromo-4-methoxy-benzoyl)-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-7-carbonitrileYield 74%

Procedure

By the same method as in the step d) of Example 2, 2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-7-carbonitrile (7 mg, 0.043 mmol) was reacted with 3,5-dibromo-4-methoxy-benzoyl chloride (21 mg, 0.065 mmol) to obtain 1-(3,5-dibromo-4-methoxy-benzoyl)-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-7-carbonitrile as white solid (14.4 mg, 74%).

Sources & evidence

ORD record
ord-be339b2f29404fdb968148aa9fc0cb42
Source dataset
uspto-grants-2013_03
Patent number
US08394792B2

Reaction notes

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