4-Fluoro-m-toluidine → HCID 86707786, compound

HRID 2410143Notes

Reaction equation

HRID 2410143 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]([Br:23])[N:9]([CH:20]([CH3:22])[CH3:21])[C:10]=1[CH:11]([C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=1)O)=[O:5])[CH3:2].[F:24][C:25]1[CH:31]=[CH:30][C:28]([NH2:29])=[CH:27][C:26]=1[CH3:32]>>[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]([Br:23])[N:9]([CH:20]([CH3:22])[CH3:21])[C:10]=1[CH:11]([C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=1)[NH:29][C:28]1[CH:30]=[CH:31][C:25]([F:24])=[C:26]([CH3:32])[CH:27]=1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 679814-Fluoro-m-toluidineHCID 86707749ethyl 2-bromo-5-((4-chlorophenyl)(hydroxy)methyl)-1-isopropyl-1H-imidazole-4-carboxylate

Product 1

HCID 86707786HCID 86707786, compound

Procedure

The title compound was prepared in analogy to the procedure described for step E2 but using intermediate B and 4-fluoro-3-methylaniline. After completion, the reaction mixture was extracted with HCl and washed with a saturated NaHCO3 solution. The organic was dried (Na2SO4), filtered and concentrated. The product was used without further purification. tR: 1.37 min (LC-MS 2); ESI-MS: 508.1/510.1 [M+H]+ (LC-MS 2).

Workup

  1. extractionAfter completion, the reaction mixture was extracted with HCl
  2. washwashed with a saturated NaHCO3 solution
  3. dry with materialThe organic was dried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe product was used without further purification

Sources & evidence

ORD record
ord-020388290f6c4effbaf188832f0e2b3e
Source dataset
uspto-grants-2014_08
Patent number
US08815926B2

Reaction notes

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