Ethyl Acetate → HCID 67067389, compound

HRID 1009340Notes

Reaction equation

HRID 1009340 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[F:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[N:15]=[C:16](/[CH:24]=[CH:25]/[C:26]3[CH:31]=[CH:30][C:29]([N:32]4[CH:36]=[C:35]([CH3:37])[N:34]=[CH:33]4)=[C:28]([O:38][CH3:39])[CH:27]=3)[N:17]3[CH2:22][CH2:21][O:20][C:19](=[O:23])[C:18]=23)=[CH:10][CH:9]=1.C(OCC)(=O)C.O.C(=O)(O)[O-].[Na+]>C1COCC1>[F:7][C:8]1[CH:9]=[CH:10][C:11]([C:14]2[N:15]=[C:16](/[CH:24]=[CH:25]/[C:26]3[CH:31]=[CH:30][C:29]([N:32]4[CH:36]=[C:35]([CH3:37])[N:34]=[CH:33]4)=[C:28]([O:38][CH3:39])[CH:27]=3)[N:17]([CH2:22][CH2:21][OH:20])[C:18]=2[CH2:19][OH:23])=[CH:12][CH:13]=1

Participants

6

Reactant 4

HCID 8857Ethyl AcetateHCID 21226445Aluminium lithium hydrideHCID 24852341HCID 24852341, compoundHCID 86585896Sodium bicarbonate water

Product 1

HCID 67067389HCID 67067389, compoundYield 104.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

LAH (10 mg) was added to a solution of 1-(4-fluorophenyl)-3-{(E)-2-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]vinyl}-5,6-dihydroimidazo[5,1-c][1,4]oxazin-8-one (56 mg) in THF (3 mL), and the reaction solution was stirred at room temperature for 40 minutes. Ethyl acetate and saturated sodium bicarbonate water were added to the reaction solution, and the organic layer was separated. The resulting organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to obtain 59 mg of the title crude product. The property value of the compound is as follows.

Workup

  1. customthe organic layer was separated
  2. dry with materialThe resulting organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-c5dce685f38d477f9359bf0140d22964
Source dataset
uspto-grants-2011_07
Patent number
US07973033B2

Reaction notes

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