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

HRID 2070375Notes

Reaction equation

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

Participants

Reactant 2

HCID 67184N-bromobutanimide

HCID 15274278Methyl 4-methyl-1H-pyrrole-3-carboxylate

Product 1

HCID 66924763Methyl 5-bromo-4-methyl-1H-pyrrole-3-carboxylate

Procedure

By a similar operation as in Reference Example 22 and using methyl 4-methyl-1H-pyrrole-3-carboxylate (1.0 g) and N-bromosuccinimide (1.28 g), the title compound was obtained as a pale-yellow solid (yield 489 mg, 31%).

Sources & evidence

ORD record: ord-db0a8a8201474ada9e08cb0a901295ad
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08299261B2

Reaction notes

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