2,2,2-Trichloro-1-(1-methyl-1H-pyrrol-2-yl)-1-ethanone → 1-(4-Bromo-1-methyl-1H-pyrrol-2-yl)-2,2,2-trichloro-1-ethanone

HRID 2060217Notes

Reaction equation

HRID 2060217 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:7](=[O:12])[C:8]([Cl:11])([Cl:10])[Cl:9])[NH:5][CH:6]=1.Cl[C:14](Cl)(Cl)C(C1N(C)C=CC=1)=O>>[Br:1][C:2]1[CH:3]=[C:4]([C:7](=[O:12])[C:8]([Cl:9])([Cl:10])[Cl:11])[N:5]([CH3:14])[CH:6]=1

Participants

3

Reactant 2

HCID 27771642,2,2-Trichloro-1-(1-methyl-1H-pyrrol-2-yl)-1-ethanoneHCID 27981401-(4-bromo-1H-pyrrol-2-yl)-2,2,2-trichloroethanone

Product 1

HCID 112897251-(4-Bromo-1-methyl-1H-pyrrol-2-yl)-2,2,2-trichloro-1-ethanoneYield 81%

Procedure

Using the same general procedure as used for the synthesis of 1-(4-bromo-1H-pyrrol-2-yl)-2,2,2-trichloro-ethanone 7, 5.00 g of 2-trichloroacetyl-1-methylpyrrole afforded 5.46 g (81%) of the title compound 13 as a white solid: 1H NMR (300 MHz, DMSO-d6) δ 7.66 (d, 1H, J=1.2 Hz), 7.42 (d, 1H, J=1.8 Hz), 3.91 (s, 3H); 13C NMR (100 MHz, DMSO-d6) δ 171.48, 134.40, 123.62, 121.19, 95.36, 95.12; HRMS (FAB) calcd for C7H6BrCl3NO (MH+) 303.8698. found 303.8678.

Sources & evidence

ORD record
ord-e7fb8fdfbfdc4aec82b0edb673bd98f8
Source dataset
uspto-grants-2012_10
Patent number
US08278340B2

Reaction notes

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