N-bromobutanimide → HCID 90042584, compound

HRID 524673Notes

Reaction equation

HRID 524673 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[S:22][CH:23]=[N: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[S:22][CH:23]=[N:24][N:25]=2)=[N:10]1

Participants

3

Reactant 2

HCID 67184N-bromobutanimideHCID 90043961HCID 90043961, compound

Product 1

HCID 90042584HCID 90042584, compoundYield 71%

Procedure

Ethyl 4-(2-bromo-4-fluorophenyl)-6-methyl-2-(1,3,4-thiadiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate (1.06 g, 2.5 mmol) was reacted with NBS (0.5 g, 2.8 mmol) according to the procedure as described in Example 1, Step B to give the title compound as a yellow solid (0.89 g, 71%). The compound was characterized by the following spectroscopic data:

Sources & evidence

ORD record
ord-0cebcce4b8194a5d90c137ef17f53345
Source dataset
uspto-grants-2016_05
Patent number
US09340538B2

Reaction notes

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