N-bromobutanimide → HCID 118107528, compound

HRID 524740Notes

Reaction equation

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

Participants

Reactant 2

HCID 67184N-bromobutanimide

HCID 118107599HCID 118107599, compound

Product 1

HCID 118107528HCID 118107528, compoundYield 48.3%

Procedure

Ethyl 2-(5-chlorothiazol-4-yl)-4-(2,4-dichlorophenyl)-6-methyl-1,4-dihydropyrimidine-5-carboxylate (5.77 g, 13.4 mmol) (The compound was synthesized according to the procedure as described in CN200610098646.3) 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, 48%). The compound was characterized by the following spectroscopic data:

Sources & evidence

ORD record: ord-daa62988f82941d08864a5f976ffc9a8
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09340538B2

Reaction notes

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