Water → HCID 22259357, compound

HRID 1610975Notes

Reaction equation

HRID 1610975 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[F:7][C:8]([F:45])([F:44])[C:9]1[CH:14]=[CH:13][C:12](/[CH:15]=[CH:16]/[C:17]2[O:18][CH:19]=[C:20]([CH2:22][O:23][C:24]3[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][CH2:32][CH2:33][N:34]4[CH:38]=[C:37]([C:39](OCC)=[O:40])[N:36]=[N:35]4)=[CH:26][CH:25]=3)[N:21]=2)=[CH:11][CH:10]=1.C(OCC)C.O>C1COCC1>[F:45][C:8]([F:7])([F:44])[C:9]1[CH:10]=[CH:11][C:12](/[CH:15]=[CH:16]/[C:17]2[O:18][CH:19]=[C:20]([CH2:22][O:23][C:24]3[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][CH2:32][CH2:33][N:34]4[CH:38]=[C:37]([CH2:39][OH:40])[N:36]=[N:35]4)=[CH:26][CH:25]=3)[N:21]=2)=[CH:13][CH:14]=1

Participants

6

Reactant 4

HCID 962WaterHCID 3283Diethyl EtherHCID 21226445Aluminium lithium hydrideHCID 22259358HCID 22259358, compound

Product 1

HCID 22259357HCID 22259357, compoundYield 94.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Lithium aluminium hydride (35 mg) was added to a solution of ethyl 1-(4-{4-[(2-{(E)-2-[4-(trifluoromethyl)phenyl]ethenyl}-1,3-oxazol-4-yl)methoxy]phenyl}butyl)-1H-1,2,3-triazole-4-carboxylate (500 mg) in THF (10 ml) at 0° C., and the mixture was stirred for 30 min. After the reaction was completed, the reaction mixture was combined with diethyl ether and water and filtered with Celite. The solvent was evaporated under reduced pressure, and the residue was recrystallized from ethyl acetate-hexane to give the titled compound (435 mg) as a colorless crystal powder.

Workup

  1. filtrationfiltered with Celite
  2. customThe solvent was evaporated under reduced pressure
  3. customthe residue was recrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-f2a95e43965f41428ff31e75968fc332
Source dataset
uspto-grants-2006_01
Patent number
US06984653B2

Reaction notes

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