4-Aminophenylboronic acid → HCID 67515696, compound

HRID 1054053Notes

Reaction equation

HRID 1054053 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5](B(O)O)=[CH:4][CH:3]=1.[N:11]1([CH2:16][C:17]2[CH:18]=[CH:19][C:20](Br)=[N:21][CH:22]=2)[CH:15]=[CH:14][N:13]=[CH:12]1>>[N:11]1([CH2:16][C:17]2[CH:18]=[CH:19][C:20]([C:5]3[CH:6]=[CH:7][C:2]([NH2:1])=[CH:3][CH:4]=3)=[N:21][CH:22]=2)[CH:15]=[CH:14][N:13]=[CH:12]1

Participants

3

Reactant 2

HCID 27346154-Aminophenylboronic acidHCID 706809855-((1H-imidazol-1-yl)methyl)-2-bromopyridine

Product 1

HCID 67515696HCID 67515696, compound

Procedure

Synthesized using 4-aminophenylboronic acid (173 mg, 1.26 mmol) and 1a (150 mg, 0.63 mmol) according to Method C. White solid. Yield: 35 mg, 0.14 mmol, 22%. 1H NMR (500 MHz, CDCl3): δH (ppm): 5.14 (s, 2H), 6.76 (d, J=8.5 Hz, 2H), 6.92 (s, 1H), 6.93 (brs, 1H), 7.12 (s, 1H), 7.43 (dd, J=8.5, 2.5 Hz, 1H), 7.60 (brs, 1H), 7.62 (d, J=8.5 Hz, 1H), 7.82 (d, J=8.5 Hz, 2H), 8.52 (d, J=1.5 Hz, 1H); MS (ESI): m/z=250.74 [M+H]+.

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-01c96538950a4afb8d7f8f891704b8cc
Source dataset
uspto-grants-2016_07
Patent number
US09394290B2

Reaction notes

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