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

HRID 554233Notes

Reaction equation

HRID 554233 reaction equation
[CH2:1]([C:4]1[C:5]([C:9]([O:11][CH3:12])=[O:10])=[CH:6][NH:7][CH:8]=1)[CH2:2][CH3:3].[Br:13]N1C(=O)CCC1=O>N1C=CC=CC=1>[Br:13][C:8]1[NH:7][CH:6]=[C:5]([C:9]([O:11][CH3:12])=[O:10])[C:4]=1[CH2:1][CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 53632572Methyl 4-propyl-1H-pyrrole-3-carboxylate

Product 1

HCID 66924577Methyl 5-bromo-4-propyl-1H-pyrrole-3-carboxylateYield 72%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Using methyl 4-propyl-1H-pyrrole-3-carboxylate (2.8 g), N-bromosuccinimide (3.0 g) and pyridine (0.5 mL), a procedure as in Reference Example 40 was performed to give the title compound as colorless crystals (yield 2.96 g, 72%).

Sources & evidence

ORD record
ord-20d437c3f94942dbbf3aea3bcffe48e9
Source dataset
uspto-grants-2011_11
Patent number
US08048909B2

Reaction notes

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