Dimethylformamide → 3-Methylpyridine-2-carboxaldehyde

HRID 1791353Notes

Reaction equation

[CH3:1][C:2]1[C:3]([Mg]Br)=[N:4][CH:5]=[CH:6][CH:7]=1.C1C[O:13][CH2:12]C1.CN(C=O)C>>[CH3:1][C:2]1[C:3]([CH:12]=[O:13])=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

Reactant 3

HCID 6228Dimethylformamide

HCID 8028Tetrahydrofuran

HCID 178426302HCID 178426302, compound

Product 1

HCID 15018743-Methylpyridine-2-carboxaldehydeYield 33%

Procedure

3-Methyl-pyridine-2-carbaldehyde (200 mg, 33.0%) was obtained from 0.25 M 3-methyl-2-pyridinylmagnesium bromide of THF solution (20 mL, 5 mmol) with DMF (0.773 mL, 10 mmol) at room temperature under argon.

Sources & evidence

ORD record: ord-fafd068689ee495580217a21665ecd92
Source dataset: uspto-grants-2006_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07074809B2

Reaction notes

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