3-Nitrophenylboronic Acid → HCID 9906170, compound

HRID 844109Notes

Reaction equation

HRID 844109 reaction equation
[CH2:1]([N:8]1[C:12]2[CH:13]=[C:14](Br)[CH:15]=[CH:16][C:11]=2[NH:10][C:9]1=[O:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+:19]([C:22]1[CH:23]=[C:24](B(O)O)[CH:25]=[CH:26][CH:27]=1)([O-:21])=[O:20]>O>[CH2:1]([N:8]1[C:12]2[CH:13]=[C:14]([C:26]3[CH:25]=[CH:24][CH:23]=[C:22]([N+:19]([O-:21])=[O:20])[CH:27]=3)[CH:15]=[CH:16][C:11]=2[NH:10][C:9]1=[O:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 16773-Nitrophenylboronic AcidHCID 9861236HCID 9861236, compound

Product 1

HCID 9906170HCID 9906170, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Prepared from 1-benzyl-6-bromo-1,3-dihydro-benzoimidazol-2-one and 3-nitro-phenyl boronic acid in the same fashion as that of Example 5. White solid: mp 202-203° C.; 1H-NMR (DMSO-d6) δ11.2 (s, 1H), 8.38 (t, 1H, J=1.97 Hz), 8.15 (dd, 1H, J=7.83, 1.97 Hz), 8.80 (d, 1H, J=7.83 Hz), 7.72 (t, 1H, J=7.83 Hz), 7.56 (bs, 1H), 7.43-7.22 (m, 6H), 7.13 (d, 1H, J=7.83 Hz), 5.1 (s, 2H); MS (ES) m/z 344([M−H]−, 100%); Anal. Calc. For C20H15N3O3.0.25 H2O: C, 68.66; H, 4.46; N, 12.01. Found: C, 68.42; H, 4.44; N, 11.77.

Sources & evidence

ORD record
ord-bb0028c2ba344c87bc8a87bb8f651c80
Source dataset
uspto-grants-2002_04
Patent number
US06380235B1

Reaction notes

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