N-bromobutanimide → Methyl 5-bromo-4-ethyl-1H-pyrrole-3-carboxylate

HRID 554232Notes

Reaction equation

[CH2:1]([C:3]1[C:4]([C:8]([O:10][CH3:11])=[O:9])=[CH:5][NH:6][CH:7]=1)[CH3:2].[Br:12]N1C(=O)CCC1=O>>[Br:12][C:7]1[NH:6][CH:5]=[C:4]([C:8]([O:10][CH3:11])=[O:9])[C:3]=1[CH2:1][CH3:2]

Participants

Reactant 2

HCID 67184N-bromobutanimide

HCID 53419689Methyl 4-ethyl-1H-pyrrole-3-carboxylate

Product 1

HCID 66924658Methyl 5-bromo-4-ethyl-1H-pyrrole-3-carboxylateYield 84.2%

Procedure

Using methyl 4-ethyl-1H-pyrrole-3-carboxylate (2.32 g) and N-bromosuccinimide (2.74 g), a procedure as in Reference Example 40 was performed to give the title compound as white crystals (yield 2.96 g, 84%).

Sources & evidence

ORD record: ord-07b1d3993820449baaabf67b144811ce
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08048909B2

Reaction notes

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