Morpholine → HCID 69417426, compound

HRID 1296363Notes

Reaction equation

HRID 1296363 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Br[CH2:8][C:9]([C:11]1[N:12]=[C:13]([C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][C:24]=2[Cl:30])[N:14]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)[CH:15]=1)=[O:10]>C1COCC1.C(OC)(C)(C)C>[Cl:22][C:19]1[CH:20]=[CH:21][C:16]([N:14]2[CH:15]=[C:11]([C:9](=[O:10])[CH2:8][N:1]3[CH2:6][CH2:5][O:4][CH2:3][CH2:2]3)[N:12]=[C:13]2[C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][C:24]=2[Cl:30])=[CH:17][CH:18]=1

Participants

5

Reactant 2

HCID 8083MorpholineHCID 86592993HCID 86592993, compound

Product 1

HCID 69417426HCID 69417426, compoundYield 81.2%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 15413tert-Butyl methyl etherSolvent

Procedure

Morpholine (0.04 ml, 0.426 mmol) was added to a solution of 2-bromo-1-[1-(4-chloro-phenyl)-2-(2,4-dichloro-phenyl)-1H-imidazol-4-yl]-ethanone I-7g (63 mg, 0.142 mmol) in THF (3 ml). The resultant solution was stirred at 23° C. for 12 hours, diluted with 50 ml methyl tert-butyl ether, and washed with 25 ml water. The organic phase was dried over anhydrous magnesium sulfate and concentrated. The residue was co-evaporated with hexanes once to afford 1-[1-(4-chloro-phenyl)-2-(2,4-dichloro-phenyl)-1H-imidazol-4-yl]-2-morpholin-4-yl-ethanone 7A-1 (52 mg, 81%) as a solid.

Workup

  1. washwashed with 25 ml water
  2. dry with materialThe organic phase was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-949a6dd3b1b74f0b99c9f61730819d89
Source dataset
uspto-grants-2007_07
Patent number
US07247628B2

Reaction notes

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