Imidazole → HCID 67067490, compound

HRID 599576Notes

Reaction equation

HRID 599576 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-7ccb5e52c30e497ab493c9297413ad7a
Source dataset
uspto-grants-2011_03
Patent number
US07897632B2

Reaction notes

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