N-bromobutanimide → Ethyl 5-bromo-4-methyl-1H-pyrrole-3-carboxylate

HRID 554187Notes

Reaction equation

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

Participants

Reactant 2

HCID 67184N-bromobutanimide

HCID 235044Ethyl 4-methyl-1h-pyrrole-3-carboxylate

Product 1

HCID 66925114Ethyl 5-bromo-4-methyl-1H-pyrrole-3-carboxylateYield 76.7%

Procedure

Using ethyl 4-methyl-1H-pyrrole-3-carboxylate (4.50 g) and N-bromosuccinimide (5.2 g), a procedure as in Reference Example 40 was performed to give the title compound as a pale-yellow solid (yield 5.20 g, 76%).

Sources & evidence

ORD record: ord-83d9a479dba5497c8dbb21ed2102d192
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08048909B2

Reaction notes

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