N-bromobutanimide → HCID 118107612, compound

HRID 524770Notes

Reaction equation

[Cl: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][C:23]([F:26])=[CH:24][N:25]=2)=[N:10]1.C1C(=O)N([Br:34])C(=O)C1>>[Br:34][CH2:20][C:13]1[NH:12][C:11]([C:21]2[S:22][C:23]([F:26])=[CH:24][N:25]=2)=[N:10][CH:9]([C:3]2[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=2[Cl:1])[C:14]=1[C:15]([O:17][CH2:18][CH3:19])=[O:16]

Participants

Reactant 2

HCID 67184N-bromobutanimide

HCID 90042425HCID 90042425, compound

Product 1

HCID 118107612HCID 118107612, compoundYield 66.5%

Procedure

Ethyl 4-(2-chloro-4-fluorophenyl)-2-(5-fluorothiazol-2-yl)-6-methyl-1,4-dihydropyrimidine-5-carboxylate (0.17 g, 0.41 mmol) was reacted with NBS (0.07 g, 0.41 mmol) according to the procedure as described in Example 1, Step B to give the title compound as a yellow solid (0.13 g, 65%). The compound was characterized by the following spectroscopic data:

Sources & evidence

ORD record: ord-98297ab73c0a4d04897949d4e8c13aa9
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09340538B2

Reaction notes

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