1-Bromo-2-nitrobenzene → HCID 15588201, compound

HRID 1816280Notes

Reaction equation

HRID 1816280 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[Sn](C)(C)C.Br[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N+:18]([O-:20])=[O:19]>>[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N+:18]([O-:20])=[O:19]

Participants

3

Reactant 2

HCID 113411-Bromo-2-nitrobenzeneHCID 136649671-Methyl-2-(trimethylstannyl)-1H-pyrrole

Product 1

HCID 15588201HCID 15588201, compoundYield 68.6%

Procedure

1-Methyl-2-(trimethylstannyl)-1H-pyrrole (3.94 g, 14.7 mmol) and 1-bromo-2-nitrobenzene (3.22 g, 15.9 mmol, 1.08 eq) were coupled as in Example 75 to give 2.04 g of 1-methyl-2-(2-nitrophenyl)-1H-pyrrole, which was reduced as in Example 64 to give 1.53 g of 2-(1-methyl-1H-pyrrol-2-yl)aniline.

Sources & evidence

ORD record
ord-6332f2f6c2934a0a965c535136463f42
Source dataset
uspto-grants-2005_04
Patent number
US06884801B1

Reaction notes

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