Imidazole → HCID 70003567, compound

HRID 1871433Notes

Reaction equation

HRID 1871433 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[CH:5]=[C:6]([C:12]2[C@H:21]3[C@H:16]([CH2:17][CH2:18][CH2:19][CH2:20]3)[C:15](=[O:22])[N:14]([CH2:23][CH2:24]Br)[N:13]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11].[NH:26]1[CH:30]=[CH:29][N:28]=[CH:27]1>CO>[ClH:1].[CH3:2][O:3][C:4]1[CH:5]=[C:6]([C:12]2[C@H:21]3[C@H:16]([CH2:17][CH2:18][CH2:19][CH2:20]3)[C:15](=[O:22])[N:14]([CH2:23][CH2:24][N:26]3[CH:30]=[CH:29][N:28]=[CH:27]3)[N:13]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11]

Participants

4

Reactant 2

HCID 795ImidazoleHCID 70002230HCID 70002230, compound

Product 1

HCID 70003567HCID 70003567, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2 g of compound 112 and 3 g of imidazole in methanol was left for 18 h at room temperature. After evaporating the solvent, the residue was partitioned between water and ethyl acetate. The organic layer was dried over magnesium sulfate and evaporated. The residue was dissolved in ethyl acetate and filtered over silica. The compound crystallized as the hydrochloride from tetrahydrofuran. M.p. 198°-199° C.

Workup

  1. customAfter evaporating the solvent
  2. customthe residue was partitioned between water and ethyl acetate
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. customevaporated
  5. dissolutionThe residue was dissolved in ethyl acetate
  6. filtrationfiltered over silica
  7. customThe compound crystallized as the hydrochloride from tetrahydrofuran

Sources & evidence

ORD record
ord-91be61c55414473a899c7a4d9029dee4
Source dataset
uspto-grants-2000_08
Patent number
US06103718

Reaction notes

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