Imidazole → HCID 67067490, compound

HRID 2235705Notes

Reaction equation

HRID 2235705 reaction equation
N1C=CN=C1.C(Br)(Br)(Br)Br.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH3:30][O:31][C:32]1[CH:33]=[C:34](/[CH:44]=[CH:45]/[C:46]([NH:48][NH:49][C:50](=[O:63])[CH:51]([C:56]2[CH:61]=[CH:60][C:59]([F:62])=[CH:58][CH:57]=2)[CH2:52][CH2:53][CH2:54][Cl:55])=O)[CH:35]=[CH:36][C:37]=1[N:38]1[CH:42]=[C:41]([CH3:43])[N:40]=[CH:39]1>C(Cl)Cl>[Cl:55][CH2:54][CH2:53][CH2:52][CH:51]([C:50]1[O:63][C:46](/[CH:45]=[CH:44]/[C:34]2[CH:35]=[CH:36][C:37]([N:38]3[CH:42]=[C:41]([CH3:43])[N:40]=[CH:39]3)=[C:32]([O:31][CH3:30])[CH:33]=2)=[N:48][N:49]=1)[C:56]1[CH:61]=[CH:60][C:59]([F:62])=[CH:58][CH:57]=1

Participants

6

Reactant 4

HCID 795ImidazoleHCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 67067433HCID 67067433, compound

Product 1

HCID 67067490HCID 67067490, compoundYield 91.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Imidazole (211 mg), carbon tetrabromide (1.0 g) and triphenylphosphine (244 mg) were added to a solution of 5-chloro-2-(4-fluorophenyl)pentanoic acid N′-{(E)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acryloyl}hydrazide (300 mg) in methylene chloride (5 mL), and the reaction solution was stirred at room temperature for 14 hours. The reaction solution was purified as is by silica gel column chromatography (carrier: Chromatorex NH; elution solvent: heptane:ethyl acetate=1:1->ethyl acetate) to obtain 264 mg of the title compound. The property value of the compound is as follows.

Workup

  1. customThe reaction solution was purified
  2. washas is by silica gel column chromatography (carrier: Chromatorex NH; elution solvent: heptane:ethyl acetate=1:1->ethyl acetate)

Sources & evidence

ORD record
ord-a64d9c4ebc5444ab961207aa83dde292
Source dataset
uspto-grants-2010_05
Patent number
US07713993B2

Reaction notes

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