Sodium Carbonate → 5-(2-bromophenyl)-1H-pyrrole-3-carbaldehyde

HRID 1782315Notes

Reaction equation

HRID 1782315 reaction equation
Br[C:2]1[NH:6][CH:5]=[C:4]([CH:7]=[O:8])[CH:3]=1.[Br:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1B(O)O.C(=O)([O-])[O-].[Na+].[Na+]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[Br:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:2]1[NH:6][CH:5]=[C:4]([CH:7]=[O:8])[CH:3]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 2773294(2-Bromophenyl)boronic acidHCID 578319835-bromo-1H-pyrrole-3-carbaldehyde

Product 1

HCID 866309895-(2-bromophenyl)-1H-pyrrole-3-carbaldehyde

Reagents, catalysts & solvents 1

HCID 178418397HCID 178418397, compoundCatalyst

Procedure

By a similar operation as in Reference Example 148 and using 5-bromo-1H-pyrrole-3-carbaldehyde (870 mg), (2-bromophenyl)boronic acid (1.20 g), sodium carbonate (1.27 g) and tetrakis(triphenylphosphine)palladium (289 mg), the title compound was obtained as colorless crystals (yield 396 mg, 32%).

Sources & evidence

ORD record
ord-9e19db9fdb10451eb6a7563744aa4403
Source dataset
uspto-grants-2009_03
Patent number
US07498337B2

Reaction notes

Loading…