Phenylboronic Acid → HCID 44456226, compound

HRID 1054034Notes

Reaction equation

HRID 1054034 reaction equation
[N:1]1([CH2:6][C:7]2[CH:8]=[CH:9][C:10](Br)=[N:11][CH:12]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[C:14]1(B(O)O)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[N:1]1([CH2:6][C:7]2[CH:8]=[CH:9][C:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[N:11][CH:12]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

3

Procedure

Synthesized using compound 1a (0.20 g, 0.84 mmol) and phenylboronic acid (0.20 g, 1.68 mmol) according to Method B. Yellow solid. Yield: 0.10 g, 57%. 1H NMR (CDCl3, 500 MHz): δH (ppm)=5.19 (s, 2H), 6.94 (t, J=1.3 Hz, 1H), 7.13 (s, 1H), 7.48-7.50 (m, 4H), 7.60 (s, 1H), 7.72 (d, J=8.2 Hz, 1H), 7.97-7.99 (m, 1H); 13C NMR (CDCl3, 125 MHz): δC (ppm)=48.1, 119.0, 120.6, 126.9, 128.8, 130.0, 130.4, 135.7, 137.3, 138.6, 148.6, 157.7; MS (ESI): m/z=236.0 [M+H]+.

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-02950e6bce0d446688933aa818ca5d61
Source dataset
uspto-grants-2016_07
Patent number
US09394290B2

Reaction notes

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