N-bromobutanimide → HCID 118107602, compound

HRID 524633Notes

Reaction equation

[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:18]2[C:23]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[C:22]([CH3:29])[NH:21][C:20]([C:30]3[S:31][CH:32]=[CH:33][N:34]=3)=[N:19]2)=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][CH:9]=2)[CH:7]=1.C1C(=O)N([Br:42])C(=O)C1>>[Br:42][CH2:29][C:22]1[NH:21][C:20]([C:30]2[S:31][CH:32]=[CH:33][N:34]=2)=[N:19][CH:18]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][C:6]=2[C:8]2[CH:9]=[CH:10][C:11]([C:14]([F:15])([F:16])[F:17])=[CH:12][CH:13]=2)[C:23]=1[C:24]([O:26][CH2:27][CH3:28])=[O:25]

Participants

Reactant 2

HCID 67184N-bromobutanimide

HCID 118107514Ethyl 4-(5-fluoro-4'-(trifluoromethyl)-[1,1'-biphenyl]-2-yl)-6-methyl-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate

Product 1

HCID 118107602HCID 118107602, compoundYield 60%

Procedure

Ethyl 4-(5-fluoro-4′-(trifluoromethyl)-[1,1′-biphenyl]-2-yl)-6-methyl-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate (5 g, 10.2 mmol) was reacted with NBS (2.2 g, 12.2 mmol) according to the procedure as described in Example 1, Step B to give the title compound as a yellow solid (3.48 g, 60%). The compound was characterized by the following spectroscopic data:

Sources & evidence

ORD record: ord-3a552703c6b34154a9f6a401170d36c1
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09340538B2

Reaction notes

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