2,5-Dibromopyridine → 4-(5-bromopyridin-2-yl)benzaldehyde

HRID 2424851Notes

Reaction equation

HRID 2424851 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][N:3]=1.[CH:9]([C:11]1[CH:16]=[CH:15][C:14](B(O)O)=[CH:13][CH:12]=1)=[O:10]>>[Br:8][C:5]1[CH:6]=[CH:7][C:2]([C:14]2[CH:15]=[CH:16][C:11]([CH:9]=[O:10])=[CH:12][CH:13]=2)=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 693532,5-DibromopyridineHCID 5910734-Formylphenylboronic Acid

Product 1

HCID 118497144-(5-bromopyridin-2-yl)benzaldehydeYield 71%

Procedure

The same procedure described for 1 was used by employing 2,5-dibromopyridine (1 equiv.) and 4-formylphenyl boronic acid (1 equiv.). Yield 71%, mp 120-121° C. 1H NMR (DMSO-d6); δ 7.97 (d, J=8.4 Hz, 2H), 8.04 (d, J=8.7 Hz, 1H), 8.16 (dd, J=2.4, 8.7 Hz, 1H), 8.26 (d, J=8.4 Hz, 2H), 8.80 (d, J=2.4 Hz, 1H), 10.08 (s, 1H). MS (ESI) m/e (rel. int.): 262 (M+, 100), 232 (30), 153 (55). Anal. Calc. for C12H8BrNO: C %, 54.99; H %, 3.08; Found. C %, 54.75; H %, 3.14.

Sources & evidence

ORD record
ord-2d9c7d1535624f5293bb6158b348cc70
Source dataset
uspto-grants-2011_06
Patent number
US07964619B2

Reaction notes

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