Phenylboronic Acid → 1-(2-methylpropyl)-9-phenyl-1H-imidazo[4,5-c]quinoline

HRID 9476Notes

Reaction equation

HRID 9476 reaction equation
Br[C:2]1[C:3]2[C:4]3[N:14]([CH2:15][CH:16]([CH3:18])[CH3:17])[CH:13]=[N:12][C:5]=3[CH:6]=[N:7][C:8]=2[CH:9]=[CH:10][CH:11]=1.[C:19]1(B(O)O)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[CH3:17][CH:16]([CH3:18])[CH2:15][N:14]1[C:4]2[C:3]3[C:2]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[CH:11][CH:10]=[CH:9][C:8]=3[N:7]=[CH:6][C:5]=2[N:12]=[CH:13]1

Participants

3

Reactant 2

HCID 66827Phenylboronic AcidHCID 219843489-bromo-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline

Product 1

HCID 219841881-(2-methylpropyl)-9-phenyl-1H-imidazo[4,5-c]quinoline

Procedure

9-Bromo-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline (0.34 mmol) and benzene boronic acid (62 mg, 0.51 mmol) were coupled according to Part J of Example 1. The work-up procedure described in Parts 125–135 was followed. The crude product was purified by HPFC (eluting with chloroform:CMA in a gradient from 100:0 to 85:15) to provide 1-(2-methylpropyl)-9-phenyl-1H-imidazo[4,5-c]quinoline.

Workup

  1. customThe crude product was purified by HPFC (
  2. washeluting with chloroform

Sources & evidence

ORD record
ord-b7318fcfda094b7d96708957c22d1daf
Source dataset
uspto-grants-2006_08
Patent number
US07091214B2

Reaction notes

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