Bromine → HCID 121282944, compound

HRID 62638Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH3:13])[C:11]([C:14](=[O:19])[CH2:15][CH:16]3[CH2:18][CH2:17]3)=[CH:10][C:9]=2[CH3:20])=[CH:4][CH:3]=1.BrBr.[Br:23]N1C(=O)CCC1=O.P(Br)(Br)Br>>[Br:23][C:10]1[C:9]([CH3:20])=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[N:12]([CH3:13])[C:11]=1[C:14](=[O:19])[CH2:15][CH:16]1[CH2:17][CH2:18]1

Participants

Reactant 4

HCID 24408Bromine

HCID 24614Phosphorus tribromide

HCID 67184N-bromobutanimide

HCID 1178240931-(5-(4-chlorophenyl)-1,4-dimethyl-1H-pyrrol-2-yl)-2-cyclopropylethanone

Product 1

HCID 121282944HCID 121282944, compound

Procedure

Bromination of (3) usinga brominating reagent such as bromine, N-bromosuccinimide, or phosphorous tribromide (as described in Elena Dvornikova et al., Synlett, 2002, No. 7, 1152-1154) yields 1-(3-bromo-5-(4-chlorophenyl)-1,4-dimethyl-1H-pyrrol-2-yl)-2-cyclopropylethanone (4). Preferably, the bromination reaction is carried out in the presence of N-bromosuccinimide in THF.

Sources & evidence

ORD record: ord-65cd14e2618b47ab885125172d1bad5d
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09447037B2

Reaction notes

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