4-BROMO-3,5-DIMETHYL-1H-PYRROLE-2-CARBALDEHYDE
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4-BROMO-3,5-DIMETHYL-1H-PYRROLE-2-CARBALDEHYDE
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CAS No:
89909-51-3
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Formula:
C7H8BrNO
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Chemical Name:
4-BROMO-3,5-DIMETHYL-1H-PYRROLE-2-CARBALDEHYDE
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Synonyms:
4-BROMO-3,5-DIMETHYL-1H-PYRROLE-2-CARBALDEHYDE;1H-Pyrrole-2-carboxaldehyde,4-bromo-3,5-dimethyl-;RUBIDIUMTELLURATE;ACMC-20lru4;SCHEMBL2543556;CTK5G7121;DTXSID10660331;MFCD08234561;ZINC37624325;AB43595
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CAS No:
4-BROMO-3,5-DIMETHYL-1H-PYRROLE-2-CARBALDEHYDE Basic Attributes
202.05
200.978912
DTXSID10660331
2933990090
4-BROMO-3,5-DIMETHYL-1H-PYRROLE-2-CARBALDEHYDE Use and Manufacturing
General procedure 6: To a suspension or solution of the starting pyrrole (1 eq. ) in CC14 is added NBS (1.05 eq. ) followed by benzoyl-peroxide (0.025 eq. ) under argon. The mixture is then heated to reflux and the reaction is followed by LC/MS. The crude mixture is then allowed to come to room temperature and cooled in an ice bath. A precipitate forms which is filtered and purified by flash chromatography. If no precipitation occurs the solvent is removed under reduced pressure and the crude is purified by flash chromatography. Preparation 23: 4-Bromo-3, 5-dimethyl-lH-pyrrole-2-carbaldehyde The general procedure 6 was followed using 3, 5-dimethyl-lH-pyrrole-2-carbaldehyde (8 g, 65 mmoles), NBS (12.16 g, 68.3 mmoles) and benzoyl-peroxide (394 mg, 1.63 mmole) in CC14 (300 mL). After purification 11.9 g of 4-bromo-3, 5-dimethyl-lH-pyrrole-2-carbaldehyde were obtained as a dark solid (92percent yield). 1H NMR (DMSO-d6) 8 12.06 (br, lH), 9.50 (s, lH), 2.22 (s, 3H), 2.19 (s, 3H).General procedure 6: To a suspension or solution of the starting pyrrole (1 eq. ) in CC14 is added NBS (1.05 eq. ) followed by benzoyl-peroxide (0.025 eq. ) under argon. The mixture is then heated to reflux and the reaction is followed by LC/MS. The crude mixture is then allowed to come to room temperature and cooled in an ice bath. A precipitate forms which is filtered and purified by flash chromatography. If no precipitation occurs the solvent is removed under reduced pressure and the crude is purified by flash chromatography. Preparation 23: 4-Bromo-3, 5-dimethyl-lH-pyrrole-2-carbaldehyde The general procedure 6 was followed using 3, 5-dimethyl-lH-pyrrole-2-carbaldehyde (8 g, 65 mmoles), NBS (12.16 g, 68.3 mmoles) and benzoyl-peroxide (394 mg, 1.63 mmole) in CC14 (300 mL). After purification 11.9 g of 4-bromo-3, 5-dimethyl-lH-pyrrole-2-carbaldehyde were obtained as a dark solid (92percent yield). 1H NMR (DMSO-d6) 8 12.06 (br, lH), 9.50 (s, lH), 2.22 (s, 3H), 2.19 (s, 3H).
Computed Properties
Molecular Weight:202.05
XLogP3:2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:200.97893
Monoisotopic Mass:200.97893
Topological Polar Surface Area:32.9
Heavy Atom Count:10
Complexity:140
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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4-BROMO-3,5-DIMETHYL-1H-PYRROLE-2-CARBALDEHYDE
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