Imidazole → HCID 67067490, compound

HRID 1009366Notes

Reaction equation

HRID 1009366 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-7c1a85530c4f48d0afe88b2e480084d4
Source dataset
uspto-grants-2011_07
Patent number
US07973033B2

Reaction notes

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