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

HRID 554235Notes

Reaction equation

[C:1]1([C:7]2[C:8]([C:12]([O:14][CH3:15])=[O:13])=[CH:9][NH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:16]N1C(=O)CCC1=O>>[Br:16][C:11]1[NH:10][CH:9]=[C:8]([C:12]([O:14][CH3:15])=[O:13])[C:7]=1[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

Reactant 2

HCID 67184N-bromobutanimide

HCID 5142464Methyl 4-phenyl-1H-pyrrole-3-carboxylate

Product 1

HCID 66924953Methyl 5-bromo-4-phenyl-1H-pyrrole-3-carboxylateYield 70.4%

Procedure

Using methyl 4-phenyl-1H-pyrrole-3-carboxylate (2.01 g) and N-bromosuccinimide (1.85 g), a procedure as in Reference Example 40 was performed to give the title compound as white crystals (yield 1.97 g, 70%).

Sources & evidence

ORD record: ord-d65db1b8435c4548a7106daab7c4eb42
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08048909B2

Reaction notes

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