N-bromobutanimide → HCID 118107585, compound

HRID 524746Notes

Reaction equation

[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH:9]1[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:13]([CH3:20])[NH:12][C:11]([C:21]2[O:22][CH:23]=[CH:24][N:25]=2)=[N:10]1.C1C(=O)N([Br:33])C(=O)C1>>[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH:9]1[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:13]([CH2:20][Br:33])[NH:12][C:11]([C:21]2[O:22][CH:23]=[CH:24][N:25]=2)=[N:10]1

Participants

Reactant 2

HCID 67184N-bromobutanimide

HCID 90044116HCID 90044116, compound

Product 1

HCID 118107585HCID 118107585, compoundYield 51%

Procedure

Ethyl 4-(2-bromo-4-fluorophenyl)-6-methyl-2-(oxazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate (5.47 g, 13.4 mmol) was reacted with NBS (2.87 g, 16.1 mmol) according to the procedure as described in Example 1, Step B to give the title compound as a yellow solid (3.3 g, 51%). The compound was characterized by the following spectroscopic data:

Sources & evidence

ORD record: ord-571f4a6903964f62a75d8c66947a6de2
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09340538B2

Reaction notes

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