4-Formylphenylboronic Acid → HCID 70683111, compound

HRID 1054057Notes

Reaction equation

HRID 1054057 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][C:6](B(O)O)=[CH:5][CH:4]=1)=[O:2].[N:12]1([CH2:17][C:18]2[CH:19]=[CH:20][C:21](Br)=[N:22][CH:23]=2)[CH:16]=[CH:15][N:14]=[CH:13]1>>[N:12]1([CH2:17][C:18]2[CH:19]=[CH:20][C:21]([C:6]3[CH:7]=[CH:8][C:3]([CH:1]=[O:2])=[CH:4][CH:5]=3)=[N:22][CH:23]=2)[CH:16]=[CH:15][N:14]=[CH:13]1

Participants

3

Reactant 2

HCID 5910734-Formylphenylboronic AcidHCID 706809855-((1H-imidazol-1-yl)methyl)-2-bromopyridine

Product 1

HCID 70683111HCID 70683111, compound

Procedure

Synthesized using 4-formylphenylboronic acid (252 mg, 1.68 mmol) and 1a (200 mg, 0.84 mmol) according to Method C. Brown solid. Yield: 150 mg, 0.57 mmol, 68%. 1H NMR (CDCl3, 500 MHz): δH (ppm): 5.21 (s, 2H), 6.94 (t, J=1.3 Hz, 1H), 7.14 (t, J=0.9 Hz, 1H), 7.53 (dd, J=8.2, 2.0 Hz, 1H), 7.60 (brs, 1H), 7.79 (dd, J=8.2, 0.6 Hz, 1H), 7.98 (d, J=8.4 Hz, 2H), 8.16 (d, J=8.4 Hz, 2H), 8.63 (d, J=2.0 Hz, 1H), 10.08 (s, 1H); 13C NMR (CDCl3, 125 MHz): δC (ppm)=48.0, 119.0, 121.2, 127.5, 130.2, 130.5, 131.3, 135.9, 136.7, 137.3, 144.0, 148.8, 156.1, 191.8; MS (ESI): m/z=264.16 [M+H]+.

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-b301ed0a7fa14a968cb8542f2eaf9e17
Source dataset
uspto-grants-2016_07
Patent number
US09394290B2

Reaction notes

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